Publications From CBMR:
[65] Transition Metal-Catalyzed Denitrogenative Annulation to Access High-Valued N-Heterocycles. Das, S. K.; Roy, S.; Chattopadhyay, B. Angew. Chem. Int. Ed. 2023, 62, e202210912. [link].
[64] Iron-Catalyzed Intermolecular Amination of Benzylic C(sp3)–H Bonds. Khatua, H.; Das, S.; Patra, S.; Das, S. K.; Roy, S.; Chattopadhyay, B. J. Am. Chem. Soc. 2022, 144, 21858–21866. [link].
[63] Ligand- and Substrate-Controlled para C–H Borylation of Anilines at Room Temperature. Haldar, C.; Bisht, R.; Chaturvedi, J.; Guria, S.; Hassan, M. M. M.; Ram, B.; Chattopadhyay, B. Org. Lett. 2022, 24, 8147–8152. [link].
[62] An Iron(II)-Based Metalloradical System for Intramolecular Amination of C(sp2)–H and C(sp3)–H Bonds: Synthetic Applications and Mechanistic Studies. Das, S. K.; Das, S.; Ghosh, S.; Roy, S.; Pareek, M.; Roy, B.; Sunoj, R. B.; Chattopadhyay, B. Chemical Science 2022, 13, 11817-11828. [link].
[61] Metal-Catalysed C–H Bond Activation and Borylation. Bisht, R.; Haldar, C.; Hassan, M. M. M.; Hoque, E. M.; Chaturvedi, J.; Chattopadhyay, B. Chem. Soc. Rev. 2022, 51, 5042-5100. [link].
[60] Iridium-Catalyzed Ligand-Controlled Remote para-Selective C–H Activation and Borylation of Twisted Aromatic Amides. Hoque, E. M.; Bisht, R.; Unnikrishnan, A.; Dey, S.; Hassan, M. M. M.; Guria, S.; Rai, R. N.; Sunoj, R. B.; Chattopadhyay, B. Angew. Chem. Int. Ed. 2022, 61, e202203539. [link]. This work is selected as Hot Topic in C–H Activation. [link].
[59] Ir-Catalyzed Ligand-Free Directed C–H Borylation of Arenes and Pharmaceuticals: Detailed Mechanistic Understanding. Hassan, M. M. M.; Mondal, B.; Singh, S.; Haldar, C.; Chaturvedi, J.; Bisht, R.; Sunoj, R. B.; Chattopadhyay, B. J. Org. Chem. 2022, 87, 4360–4375. [link].
[58] Iridium Pyridine-Thienyl Catalyst (Ir-PYT) for C–H Borylation. Hoque, E. M.; Hassan, M. M. M.; Chattopadhyay, B. Encyclopedia of Reagents for Organic Synthesis (EROS) 2022. [link] (Invited Contribution).
[57] Iridium-catalyzed para-selective C-H borylation reactions. Chaturvedi, J.; Hassan, M. M. M.; Haldar, C.; Chattopadhyay, B. Handbook of C-H bond Functionalizations. 2022 (Wiley), [link] (Invited Contribution, Book Chapter, Wiley VCH).
[56] Ir-catalyzed proximal and distal C–H borylation of arenes. Haldar, C.; Hoque, E. M.; Chaturvedi, J.; Hassan, M. M. M.; Chattopadhyay, B. Chem. Commun. 2021, 57, 13059-13074. [link] (Invited Contribution, Feature Article).
[55] Road Map for the Construction of High-Valued N-Heterocycles via Denitrogenative Annulation. Roy, S.; Das, S. K.; Khatua, H.; Das, S.; Chattopadhyay, B. Acc. Chem. Res. 2021, 54, 4395–4409. [link]
[54] Meta Selective C–H Borylation of Sterically Biased and Unbiased Substrates Directed by Electrostatic Interaction. Chaturvedi, J.; Haldar, C.; Bisht, R.; Pandey, G.; Chattopadhyay, B. J. Am. Chem. Soc. 2021, 143, 7604-7611. [link]
[53] Remarkably Efficient Iridium Catalysts for Directed C(sp2)−H and C(sp3)−H Borylation of Diverse Classes of Substrates. Hoque, E.; Hassan, M. M. M.; Chattopadhyay, B. J. Am. Chem. Soc. 2021, 143, 5022–5037. [link]
This work has been highlighted in Science. "Better boron placement" by Editor Jake Yeston. Science, 2021, 372, 804-805. [link]
[52] Iron‐Catalyzed Radical Activation Mechanism for Denitrogenative Rearrangement Over C(sp3)–H Amination. Roy, S.; Das, S. K.; Khatua, H.; Das, S.; Singh, K. N.; Chattopadhyay, B. Angew. Chem. Int. Ed. 2021, 60, 8772-8780. [link] This work is selected as Hot Paper.
[51] Dual Reactivity of 1,2,3,4‐Tetrazole: Manganese‐Catalyzed Click Reaction and Denitrogenative Annulation. Hillol Khatua, Sandip Kumar Das, Satyajit Roy, Chattopadhyay, B. Angew. Chem. Int. Ed. 2021, 60, 304-312. [link] This work is selected as Hot Topic in Click Chemistry. [link]
[50] Iron-Catalyzed Amination of Strong Aliphatic C(sp3)–H Bonds. Sandip Kumar Das, Satyajit Roy, Hillol Khatua, Chattopadhyay, B. J. Am. Chem. Soc. 2020, 142, 16211-16217. [link]
[49] Double-Fold Ortho and Remote C–H Bond Activation/Borylation of BINOL: A Unified Strategy for Arylation of BINOL. Bisht, R.; Chaturvedi, J.; Pandey, G.; Chattopadhyay, B. Org. Lett. 2019, 21, 6476-6480. [link]
[48] Iron(II)‐Based Metalloradical Activation: Switch from Traditional Click Chemistry to Denitrogenative Annulation. Roy, S.; Khatua, H.; Das, S. K.; Chattopadhyay, B. Angew. Chem. Int. Ed. 2019, 58, 11439-11443. [link]
[47] Amide Effect in C–H Activation: Noncovalent Interactions with L‐Shaped Ligand for meta Borylation of Aromatic Amides. Bisht, R.; Hoque, E.; Chattopadhyay, B. Angew. Chem. Int. Ed. 2018, 57, 15762-15766. [link]
[46] Ir-Catalyzed Intramolecular Transannulation/C(sp2)–H Amination of 1,2,3,4-Tetrazoles by Electrocyclization. Das, S. K.; Roy, S.; Khatua, H.; Chattopadhyay, B. J. Am. Chem. Soc. 2018, 140, 8429-8433. [link]
[45] Achieving High Ortho Selectivity in Aniline C-H Borylations by Modifying Boron Substituents. Smith, M. R.; Bisht, R.; Haldar, C.; Pandey, G.; Dannatt, J. E.; Ghaffari, B.; Maleczka, R. E.; Chattopadhyay, B. ACS Catalysis 2018, 8, 6216-6223. [link]
[44] Cobalt(II)-Based Metalloradical Activation of 2-(Diazomethyl)pyridines for Radical Transannulation and Cyclopropanation. Roy, S.; Das, S. K.; Chattopadhyay, B. Angew. Chem. Int. Ed. 2018, 57, 2238-2243. [link]
[43] Noncovalent Interactions in Ir-Catalyzed C–H Activation: L-Shaped Ligand for Para-Selective Borylation of Aromatic Esters. Hoque, E.; Bisht, R.; Haldar, C.; Chattopadhyay, B. J. Am. Chem. Soc. 2017, 139, 7745-7748. [link] This work is highlighted in Organic Chemistry Portal.
[42] Ir-Catalyzed Ortho Borylation of Phenols Directed by Substrate-Ligand Electrostatic Interactions: A Combined Experimental/in Silico Strategy for Optimizing Weak Interactions. Chattopadhyay, B.; Dannatt, J. E.; Sanctis, I. L. A.-de.; Gore, K. A.; Maleczka, R. E.; Singleton, D. A.; Smith, M. R. J. Am. Chem. Soc. 2017, 139, 7864-7871. [link]
[41] Formal Ir-Catalyzed Ligand-Enabled Ortho- and Meta-Borylation of Aromatic Aldehydes via in Situ Generated Imines. Bisht, R.; Chattopadhyay, B. J. Am. Chem. Soc. 2016, 138, 84-87. [link]
Selected Post-doctoral Publications:
[40] Miller, S.; Chotana, G.; Fritz, J.; Chattopadhyay, B.; Maleczka, R. E.; Smith, M. R. “C–H Borylation Catalysts that Distinguish Between
Similarly Sized Substituents Like Fluorine and Hydrogen” Org. Lett. 2019, 21, 6388-6392 [link]
[39] Smith III, M. R.; Chattopadhyay, B. “Comprehensive Organic Synthesis II, Non-directed Aryl C–H Oxidations” (Elsevier), Eds. Knochel, P.; 2014, 7, 347-372 (invited book chapter). [link]
[38] Roosen, P. C.; Kallepalli, V. A.; Chattopadhyay, B.; Singleton, D. A.; Maleczka, Jr., R. E.; Smith, M. R. III “Outer-Sphere Direction in Iridium C-H Borylation” J. Am. Chem. Soc. 2012, 134, 11350- 11353. [link]
[37] Chattopadhyay, B.; Gevorgyan, V. “Transition Metal Catalyzed Denitrogenative Transannulation: Converting Triazoles into Other Heterocyclic Systems” Angew. Chem., Int. Ed. 2012, 51, 862-872. [link]
[36] Huang, C; Ghavtadze, N; Chattopadhyay, B; Gevorgyan, V. “Synthesis of Catechols from Phenols via Pd-Catalyzed Silanol-Directed C–H Oxygenation” J. Am. Chem. Soc. 2011, 133, 17630–17633. [link]
[35] Hunge, C; Chattopadhyay, B.; Gevorgyan, V. “Silanol: A Traceless Directing Group for Pd-catalyzed o-Alkeneylation of Phenols” J. Am. Chem. Soc. 2011, 133, 12406-12409 [link] (Highlighted by Nature Chemistry 2014, 6, 94-96). [link]
[34] Chattopadhyay, B.; Gevorgyan, V. “Rh-Catalyzed Transannulation of N-Tosyl-1,2,3-Triazoles with Terminal Alkynes” Org. Lett. 2011, 13, 3746-3749. [link]
[33] Chattopadhyay, B.; Rivera Vera, C. I.; Chuprakov, S.; Gevorgyan, V. “Fused Tetrazoles as Azide Surrogates in Click Reaction: Efficient Synthesis of N-Heterocycle-substituted 1,2,3-Triazoles” Org. Lett. 2010, 12, 2166-2169. [link]
Selected Ph.D. Publications:
[32] Majumdar, K. C.; Samanta, S.; Chattopadhyay, B.; Pal, N. “Recent Advancement of the thio-Claisen Rearrangement” Curr. Org. Synth. (Review) 2012, 9, 851-872.
[31] Majumdar, K. C.; Ganai, S.; Chattopadhyay, B.; Ray, K. “Palladium-catalyzed one-pot Synthesis of pyrrole-annulated coumarin, quinoline and 7-aza indole derivatives” Synlett 2011, 2369–2373.
[30] Majumdar, K. C.; Nath, S.; Chattopadhyay, B.; Sinha, B. “Palladium-Catalyzed Tethered Intramolecular Arylation: An Unusual Synthesis of Linearly Fused Pyridocoumarin Derivatives” Synthesis 2010, 3918–3926.
[29] Majumdar, K. C.; Samanta, S.; Nandi, R. K.; Chattopadhyay, B. “Palladium-Catalyzed Regioselective Oxidative Amination of Alkenes: An efficient route to the synthesis of pyrrolo-coumarin and -quinolone derivatives” Tetrahedron Lett. 2010, 51, 3807-3810.
[28] Majumdar, K. C.; Mondal S.; Ghosh, D.; Chattopadhyay, B. “Concise synthesis of pyrimido-azocine derivatives via aza-Claisen rearrangement and intermolecular Heck reaction” Synthesis 2010, 1315-1320.
[27] Majumdar, K. C.; Chattopadhyay, B.; Maji, P.; Chattopadhyay, S. K.; Samanta, S. “Recent development of palladium-mediated synthesis of nitrogen heterocycles: Part II” Heterocycles (Review) 2010, 81, 795-866.
[26] Majumdar, K. C.; Chattopadhyay, B.; Maji, P.; Chattopadhyay, S. K.; Samanta, S. “Recent development of palladium-mediated synthesis of oxygen heterocycles: Part I” Heterocycles (Review) 2010, 81, 517-584.
[25] Majumdar, K. C.; Nandi, R. K.; Samanta, S.; Chattopadhyay, B. “Novel synthesis of heterocycle-annulated azocine derivatives of biological relevance by aromatic aza-Claisen rearrangement and intermolecular Heck reaction” Synthesis 2010, 985-990.
[24] Majumdar, K. C.; Samanta, S.; Chattopadhyay, B.; Nandi, R. K. “Synthesis of azepine- and azocine-annulated heterocycles by the aromatic aza-Claisen rearrangement and ring closing metathesis” Synthesis 2010, 863-869.
[23] Majumdar, K. C.; Chattopadhyay, B.; Ray, K. “Synthesis of five- and six-membered heterocyclic compounds by the application of the metathesis reactions” Curr. Org. Synth (Review) 2010, 7, 153-176.
[22] Majumdar, K. C.; Chattopadhyay, B.; Shyam, P. K.; Pal, N. “A new disc-shaped mesogenic compound with olefinic linkage derived from triphenylamine: synthesis, fluorescence and mesogenic properties” Tetrahedron Lett. 2009, 50, 6901-6905.
[21] Majumdar, K. C.; Ansary, I.; Sinha, B.; Chattopadhyay, B. “Pd(0)-catalyzed intramolecular Heck reaction: a resourceful route for the synthesis of naphthoxepine and naphthoxocine derivatives” Synthesis 2009, 3593-3602.
[20] Majumdar, K. C.; De, R. N.; Chattopadhyay, B.; Roy, B. “Palladium-catalyzed Heck reaction for the synthesis of heterocycles-annilated medium size oxa cycles and lactone derivatives” Synlett 2009, 2083-2088.
[19] Majumdar, K. C.; Samanta, S.; Chattopadhyay, B. “Pd(0)-catalyzed synthesis of azocinone: a versatile protocol for the synthesis of dibenzoazocinones by Heck reaction” Tetrahedron Lett. 2009, 50, 4866-4869.
[18] Majumdar, K. C.; Chattopadhyay, B. “Novel synthesis of medium-sized heterocycles by palladium-catalyzed intramolecular Heck reaction via 9-endo trig mode of cyclization” Synthesis 2009, 2385-2392.
[17] Majumdar, K. C.; Bhattacharyya, T.; Chattopadhyay, B.; Sinha, B. “Recent advances in the aza-Claisen rearrangement” Synthesis (Review) 2009, 2117-2142.
[16] Majumdar, K. C.; Chattopadhyay, B. “New Synthetic Strategies for Medium-Sized and Macrocyclic Compounds by Palladium-Catalyzed Cyclization” Curr. Org. Chem. (Review) 2009, 13, 731-757.
[15] Majumdar, K. C.; Chattopadhyay, B.; Samanta, S. “Synthesis of highly substituted dibenzo-azocine derivatives by aza-Claisen rearrangement and intramolecular Heck reaction via 8-exo-trig mode of cyclization” Tetrahedron Lett. (Special Issue, Invited), 2009, 50, 3178-3181.
[14] Majumdar, K. C.; Chattopadhyay, B.; Ansary, I. “Concise strategy for the synthesis of eleven- and ansa-bridged thirteen-membered lactone macrolides by ring closing metathesis reaction” Can. J. Chem. 2009, 87, 472-477.
[13] Majumdar, K. C.; Chattopadhyay, B.; Chakravorty, S. “An expedient synthesis of bis-fused benzofuran and a two-directional ring closing metathesis for the synthesis of bis-benzoxepine and bis-benzooxocine” Synthesis 2009, 674-680. (Highlighted in Synfact 2009, 5, 499).
[12] Majumdar, K. C.; Chattopadhyay, B.; Samanta, S. “A short route to the synthesis of pyrrolocoumarin and pyrroloquinolone derivatives by the Sonogashira cross-coupling and gold-catalyzed cycloisomerization of acetylenic amines” Synthesis 2009, 311-317.
[11] Majumdar, K. C.; Chattopadhyay, B.; Chakravorty, S.; Pal, N.; Sinha, R. K. “A new type of symmetrical banana-shaped material based on N-methyldiphenylamine as a core moiety exhibiting an Ad→A2 transition” Tetrahedron Lett. 2008, 49, 7149-7152.
[10] Majumdar, K. C.; Samanta, S.; Chattopadhyay, B. “A convenient synthesis of pyrrolopyridines and 2-substituted indoles by gold-catalyzed cycloisomerization” Tetrahedron Lett. 2008, 49, 7213-7216.
[09] Majumdar, K. C.; Chattopadhyay, B.; Sinha, B. “Novel synthesis of oxathiocine derivatives by the Wittig olefination and intramolecular Heck reaction via an 8-endo-trig cyclization” Synthesis 2008, 3857-3863.
[08] Majumdar, K. C.; Sinha, B.; Chattopadhyay, B.; Ray, K. “Regioselective synthesis of pyrano[3,2-c]pyrimidine derivatives via a palladium-catalyzed unusual [1,3]-aryloxy shift and cycloisomerization: First report of a [1,3] shift of an aryloxy group” Tetrahedron Lett. 2008, 49, 4405-4408.
[07] Majumdar, K. C.; Chattopadhyay, B. “Novel synthesis of nine-membered oxa-heterocycles by Pd(0)-catalyzed intramolecular Heck reaction via unusual 9-endo-trig mode cyclization” Synlett 2008, 979-982.
[06] Majumdar, K. C.; Alam, S.; Chattopadhyay, B. “Catalysis of the Claisen rearrangement” Tetrahedron (Review) 2008, 64, 597-643.
[05] Majumdar, K. C.; Chattopadhyay, B. “Amino-Claisen and oxy-Claisen rearrangement: Regioselective synthesis of pyrrolecoumarin derivatives” Synthesis 2008, 921-924.
[04] Majumdar, K. C.; Chattopadhyay, B.; Nath, S. “New Heck coupling strategies for the arylation of secondary and tertiary amides via palladium catalyzed intramolecular cyclization” Tetrahedron Lett. 2008, 49, 1609-1612.
[03] Maumdar, K. C.; Chattopadhyay, B.; Sinha, B. “Novel synthesis of oxocine derivatives by Wittig olefination and intramolecular Heck reaction via 8-endo-trig mode cyclization” Tetrahedron Lett. 2008, 48, 1319-1322.
[02] Majumdar, K. C.; Chattopadhyay, B.; Ray, K. “Novel synthesis of medium-sized oxa-heterocycles by palladium-catalyzed intramolecular Heck reaction” Tetrahedron Lett. 2007, 48, 7633-7636.
[01] Majumdar, K. C.; Chattopadhyay, B.; Taher, A. “New efficient synthesis of pyrido[2,3-c] coumarin derivatives by the Pd-catalyzed Heck cyclization” Synthesis 2007, 3647-3652.
Patents from CBMR:
[6] Ligand Scaffold for Proximal & Remote Borylation of Arenes. Das, J.; Hoque, E.; Hassan, M. M. M.; Guria, S.; Chattopadhyay, B. Status: Submitted on February 08, 2023. Patent Application No: 202311008149.
[5] A New Ligand Scaffold (PY-PYRI) for the Meta Borylation of Phenol Derivatives. Guria, S.; Hassan, M. M. M.; Dey, S.; Chattopadhyay, B. Status: Submitted on June 25, 2022. Patent Application No: 202211036590.
[4] A New Ligand Framework for para Borylation of Arenes. Haldar, C.; Bisht, R.; Chaturvedi, J.; Guria, S.; Chattopadhyay, B. Status: Submitted on January 11, 2022. Patent Application No. 202211001312.
[3] Method of meta Selective Borylation of Aromatic Molecules. Chaturvedi, J.; Haldar, C.; Bisht, R.; Chattopadhyay, B. Status: Submitted on August 20, 2020. (Published), Patent Application No. 202011035905 .
[2] Method of Manganese-Catalyzed Activation of 1,2,3,4-Tetrazoles for Nitrogen Heterocycle Synthesis via Click and Denitrogenative Annulation. Khatua, H.; Das, S. K.; Roy, S.; Chattopadhyay, B. Status: Submitted on May 23, 2020. (Published). Patent Application No. 202011021740.
[1] Catalyst/Ligand Engineering for C–H Borylation of Diverse Classless of Aromatic and Heteroaromatic Molecules. Hoque, E.; Hassan, M.; Chattopadhyay, B. Status: Published (Filed on February 05, 2020). Patent Application No.: 202011005091, Granted on 23/06/2022, Patent No.: 399886.
[65] Transition Metal-Catalyzed Denitrogenative Annulation to Access High-Valued N-Heterocycles. Das, S. K.; Roy, S.; Chattopadhyay, B. Angew. Chem. Int. Ed. 2023, 62, e202210912. [link].
[64] Iron-Catalyzed Intermolecular Amination of Benzylic C(sp3)–H Bonds. Khatua, H.; Das, S.; Patra, S.; Das, S. K.; Roy, S.; Chattopadhyay, B. J. Am. Chem. Soc. 2022, 144, 21858–21866. [link].
[63] Ligand- and Substrate-Controlled para C–H Borylation of Anilines at Room Temperature. Haldar, C.; Bisht, R.; Chaturvedi, J.; Guria, S.; Hassan, M. M. M.; Ram, B.; Chattopadhyay, B. Org. Lett. 2022, 24, 8147–8152. [link].
[62] An Iron(II)-Based Metalloradical System for Intramolecular Amination of C(sp2)–H and C(sp3)–H Bonds: Synthetic Applications and Mechanistic Studies. Das, S. K.; Das, S.; Ghosh, S.; Roy, S.; Pareek, M.; Roy, B.; Sunoj, R. B.; Chattopadhyay, B. Chemical Science 2022, 13, 11817-11828. [link].
[61] Metal-Catalysed C–H Bond Activation and Borylation. Bisht, R.; Haldar, C.; Hassan, M. M. M.; Hoque, E. M.; Chaturvedi, J.; Chattopadhyay, B. Chem. Soc. Rev. 2022, 51, 5042-5100. [link].
[60] Iridium-Catalyzed Ligand-Controlled Remote para-Selective C–H Activation and Borylation of Twisted Aromatic Amides. Hoque, E. M.; Bisht, R.; Unnikrishnan, A.; Dey, S.; Hassan, M. M. M.; Guria, S.; Rai, R. N.; Sunoj, R. B.; Chattopadhyay, B. Angew. Chem. Int. Ed. 2022, 61, e202203539. [link]. This work is selected as Hot Topic in C–H Activation. [link].
[59] Ir-Catalyzed Ligand-Free Directed C–H Borylation of Arenes and Pharmaceuticals: Detailed Mechanistic Understanding. Hassan, M. M. M.; Mondal, B.; Singh, S.; Haldar, C.; Chaturvedi, J.; Bisht, R.; Sunoj, R. B.; Chattopadhyay, B. J. Org. Chem. 2022, 87, 4360–4375. [link].
[58] Iridium Pyridine-Thienyl Catalyst (Ir-PYT) for C–H Borylation. Hoque, E. M.; Hassan, M. M. M.; Chattopadhyay, B. Encyclopedia of Reagents for Organic Synthesis (EROS) 2022. [link] (Invited Contribution).
[57] Iridium-catalyzed para-selective C-H borylation reactions. Chaturvedi, J.; Hassan, M. M. M.; Haldar, C.; Chattopadhyay, B. Handbook of C-H bond Functionalizations. 2022 (Wiley), [link] (Invited Contribution, Book Chapter, Wiley VCH).
[56] Ir-catalyzed proximal and distal C–H borylation of arenes. Haldar, C.; Hoque, E. M.; Chaturvedi, J.; Hassan, M. M. M.; Chattopadhyay, B. Chem. Commun. 2021, 57, 13059-13074. [link] (Invited Contribution, Feature Article).
[55] Road Map for the Construction of High-Valued N-Heterocycles via Denitrogenative Annulation. Roy, S.; Das, S. K.; Khatua, H.; Das, S.; Chattopadhyay, B. Acc. Chem. Res. 2021, 54, 4395–4409. [link]
[54] Meta Selective C–H Borylation of Sterically Biased and Unbiased Substrates Directed by Electrostatic Interaction. Chaturvedi, J.; Haldar, C.; Bisht, R.; Pandey, G.; Chattopadhyay, B. J. Am. Chem. Soc. 2021, 143, 7604-7611. [link]
[53] Remarkably Efficient Iridium Catalysts for Directed C(sp2)−H and C(sp3)−H Borylation of Diverse Classes of Substrates. Hoque, E.; Hassan, M. M. M.; Chattopadhyay, B. J. Am. Chem. Soc. 2021, 143, 5022–5037. [link]
This work has been highlighted in Science. "Better boron placement" by Editor Jake Yeston. Science, 2021, 372, 804-805. [link]
[52] Iron‐Catalyzed Radical Activation Mechanism for Denitrogenative Rearrangement Over C(sp3)–H Amination. Roy, S.; Das, S. K.; Khatua, H.; Das, S.; Singh, K. N.; Chattopadhyay, B. Angew. Chem. Int. Ed. 2021, 60, 8772-8780. [link] This work is selected as Hot Paper.
[51] Dual Reactivity of 1,2,3,4‐Tetrazole: Manganese‐Catalyzed Click Reaction and Denitrogenative Annulation. Hillol Khatua, Sandip Kumar Das, Satyajit Roy, Chattopadhyay, B. Angew. Chem. Int. Ed. 2021, 60, 304-312. [link] This work is selected as Hot Topic in Click Chemistry. [link]
[50] Iron-Catalyzed Amination of Strong Aliphatic C(sp3)–H Bonds. Sandip Kumar Das, Satyajit Roy, Hillol Khatua, Chattopadhyay, B. J. Am. Chem. Soc. 2020, 142, 16211-16217. [link]
[49] Double-Fold Ortho and Remote C–H Bond Activation/Borylation of BINOL: A Unified Strategy for Arylation of BINOL. Bisht, R.; Chaturvedi, J.; Pandey, G.; Chattopadhyay, B. Org. Lett. 2019, 21, 6476-6480. [link]
[48] Iron(II)‐Based Metalloradical Activation: Switch from Traditional Click Chemistry to Denitrogenative Annulation. Roy, S.; Khatua, H.; Das, S. K.; Chattopadhyay, B. Angew. Chem. Int. Ed. 2019, 58, 11439-11443. [link]
[47] Amide Effect in C–H Activation: Noncovalent Interactions with L‐Shaped Ligand for meta Borylation of Aromatic Amides. Bisht, R.; Hoque, E.; Chattopadhyay, B. Angew. Chem. Int. Ed. 2018, 57, 15762-15766. [link]
[46] Ir-Catalyzed Intramolecular Transannulation/C(sp2)–H Amination of 1,2,3,4-Tetrazoles by Electrocyclization. Das, S. K.; Roy, S.; Khatua, H.; Chattopadhyay, B. J. Am. Chem. Soc. 2018, 140, 8429-8433. [link]
[45] Achieving High Ortho Selectivity in Aniline C-H Borylations by Modifying Boron Substituents. Smith, M. R.; Bisht, R.; Haldar, C.; Pandey, G.; Dannatt, J. E.; Ghaffari, B.; Maleczka, R. E.; Chattopadhyay, B. ACS Catalysis 2018, 8, 6216-6223. [link]
[44] Cobalt(II)-Based Metalloradical Activation of 2-(Diazomethyl)pyridines for Radical Transannulation and Cyclopropanation. Roy, S.; Das, S. K.; Chattopadhyay, B. Angew. Chem. Int. Ed. 2018, 57, 2238-2243. [link]
[43] Noncovalent Interactions in Ir-Catalyzed C–H Activation: L-Shaped Ligand for Para-Selective Borylation of Aromatic Esters. Hoque, E.; Bisht, R.; Haldar, C.; Chattopadhyay, B. J. Am. Chem. Soc. 2017, 139, 7745-7748. [link] This work is highlighted in Organic Chemistry Portal.
[42] Ir-Catalyzed Ortho Borylation of Phenols Directed by Substrate-Ligand Electrostatic Interactions: A Combined Experimental/in Silico Strategy for Optimizing Weak Interactions. Chattopadhyay, B.; Dannatt, J. E.; Sanctis, I. L. A.-de.; Gore, K. A.; Maleczka, R. E.; Singleton, D. A.; Smith, M. R. J. Am. Chem. Soc. 2017, 139, 7864-7871. [link]
[41] Formal Ir-Catalyzed Ligand-Enabled Ortho- and Meta-Borylation of Aromatic Aldehydes via in Situ Generated Imines. Bisht, R.; Chattopadhyay, B. J. Am. Chem. Soc. 2016, 138, 84-87. [link]
Selected Post-doctoral Publications:
[40] Miller, S.; Chotana, G.; Fritz, J.; Chattopadhyay, B.; Maleczka, R. E.; Smith, M. R. “C–H Borylation Catalysts that Distinguish Between
Similarly Sized Substituents Like Fluorine and Hydrogen” Org. Lett. 2019, 21, 6388-6392 [link]
[39] Smith III, M. R.; Chattopadhyay, B. “Comprehensive Organic Synthesis II, Non-directed Aryl C–H Oxidations” (Elsevier), Eds. Knochel, P.; 2014, 7, 347-372 (invited book chapter). [link]
[38] Roosen, P. C.; Kallepalli, V. A.; Chattopadhyay, B.; Singleton, D. A.; Maleczka, Jr., R. E.; Smith, M. R. III “Outer-Sphere Direction in Iridium C-H Borylation” J. Am. Chem. Soc. 2012, 134, 11350- 11353. [link]
[37] Chattopadhyay, B.; Gevorgyan, V. “Transition Metal Catalyzed Denitrogenative Transannulation: Converting Triazoles into Other Heterocyclic Systems” Angew. Chem., Int. Ed. 2012, 51, 862-872. [link]
[36] Huang, C; Ghavtadze, N; Chattopadhyay, B; Gevorgyan, V. “Synthesis of Catechols from Phenols via Pd-Catalyzed Silanol-Directed C–H Oxygenation” J. Am. Chem. Soc. 2011, 133, 17630–17633. [link]
[35] Hunge, C; Chattopadhyay, B.; Gevorgyan, V. “Silanol: A Traceless Directing Group for Pd-catalyzed o-Alkeneylation of Phenols” J. Am. Chem. Soc. 2011, 133, 12406-12409 [link] (Highlighted by Nature Chemistry 2014, 6, 94-96). [link]
[34] Chattopadhyay, B.; Gevorgyan, V. “Rh-Catalyzed Transannulation of N-Tosyl-1,2,3-Triazoles with Terminal Alkynes” Org. Lett. 2011, 13, 3746-3749. [link]
[33] Chattopadhyay, B.; Rivera Vera, C. I.; Chuprakov, S.; Gevorgyan, V. “Fused Tetrazoles as Azide Surrogates in Click Reaction: Efficient Synthesis of N-Heterocycle-substituted 1,2,3-Triazoles” Org. Lett. 2010, 12, 2166-2169. [link]
Selected Ph.D. Publications:
[32] Majumdar, K. C.; Samanta, S.; Chattopadhyay, B.; Pal, N. “Recent Advancement of the thio-Claisen Rearrangement” Curr. Org. Synth. (Review) 2012, 9, 851-872.
[31] Majumdar, K. C.; Ganai, S.; Chattopadhyay, B.; Ray, K. “Palladium-catalyzed one-pot Synthesis of pyrrole-annulated coumarin, quinoline and 7-aza indole derivatives” Synlett 2011, 2369–2373.
[30] Majumdar, K. C.; Nath, S.; Chattopadhyay, B.; Sinha, B. “Palladium-Catalyzed Tethered Intramolecular Arylation: An Unusual Synthesis of Linearly Fused Pyridocoumarin Derivatives” Synthesis 2010, 3918–3926.
[29] Majumdar, K. C.; Samanta, S.; Nandi, R. K.; Chattopadhyay, B. “Palladium-Catalyzed Regioselective Oxidative Amination of Alkenes: An efficient route to the synthesis of pyrrolo-coumarin and -quinolone derivatives” Tetrahedron Lett. 2010, 51, 3807-3810.
[28] Majumdar, K. C.; Mondal S.; Ghosh, D.; Chattopadhyay, B. “Concise synthesis of pyrimido-azocine derivatives via aza-Claisen rearrangement and intermolecular Heck reaction” Synthesis 2010, 1315-1320.
[27] Majumdar, K. C.; Chattopadhyay, B.; Maji, P.; Chattopadhyay, S. K.; Samanta, S. “Recent development of palladium-mediated synthesis of nitrogen heterocycles: Part II” Heterocycles (Review) 2010, 81, 795-866.
[26] Majumdar, K. C.; Chattopadhyay, B.; Maji, P.; Chattopadhyay, S. K.; Samanta, S. “Recent development of palladium-mediated synthesis of oxygen heterocycles: Part I” Heterocycles (Review) 2010, 81, 517-584.
[25] Majumdar, K. C.; Nandi, R. K.; Samanta, S.; Chattopadhyay, B. “Novel synthesis of heterocycle-annulated azocine derivatives of biological relevance by aromatic aza-Claisen rearrangement and intermolecular Heck reaction” Synthesis 2010, 985-990.
[24] Majumdar, K. C.; Samanta, S.; Chattopadhyay, B.; Nandi, R. K. “Synthesis of azepine- and azocine-annulated heterocycles by the aromatic aza-Claisen rearrangement and ring closing metathesis” Synthesis 2010, 863-869.
[23] Majumdar, K. C.; Chattopadhyay, B.; Ray, K. “Synthesis of five- and six-membered heterocyclic compounds by the application of the metathesis reactions” Curr. Org. Synth (Review) 2010, 7, 153-176.
[22] Majumdar, K. C.; Chattopadhyay, B.; Shyam, P. K.; Pal, N. “A new disc-shaped mesogenic compound with olefinic linkage derived from triphenylamine: synthesis, fluorescence and mesogenic properties” Tetrahedron Lett. 2009, 50, 6901-6905.
[21] Majumdar, K. C.; Ansary, I.; Sinha, B.; Chattopadhyay, B. “Pd(0)-catalyzed intramolecular Heck reaction: a resourceful route for the synthesis of naphthoxepine and naphthoxocine derivatives” Synthesis 2009, 3593-3602.
[20] Majumdar, K. C.; De, R. N.; Chattopadhyay, B.; Roy, B. “Palladium-catalyzed Heck reaction for the synthesis of heterocycles-annilated medium size oxa cycles and lactone derivatives” Synlett 2009, 2083-2088.
[19] Majumdar, K. C.; Samanta, S.; Chattopadhyay, B. “Pd(0)-catalyzed synthesis of azocinone: a versatile protocol for the synthesis of dibenzoazocinones by Heck reaction” Tetrahedron Lett. 2009, 50, 4866-4869.
[18] Majumdar, K. C.; Chattopadhyay, B. “Novel synthesis of medium-sized heterocycles by palladium-catalyzed intramolecular Heck reaction via 9-endo trig mode of cyclization” Synthesis 2009, 2385-2392.
[17] Majumdar, K. C.; Bhattacharyya, T.; Chattopadhyay, B.; Sinha, B. “Recent advances in the aza-Claisen rearrangement” Synthesis (Review) 2009, 2117-2142.
[16] Majumdar, K. C.; Chattopadhyay, B. “New Synthetic Strategies for Medium-Sized and Macrocyclic Compounds by Palladium-Catalyzed Cyclization” Curr. Org. Chem. (Review) 2009, 13, 731-757.
[15] Majumdar, K. C.; Chattopadhyay, B.; Samanta, S. “Synthesis of highly substituted dibenzo-azocine derivatives by aza-Claisen rearrangement and intramolecular Heck reaction via 8-exo-trig mode of cyclization” Tetrahedron Lett. (Special Issue, Invited), 2009, 50, 3178-3181.
[14] Majumdar, K. C.; Chattopadhyay, B.; Ansary, I. “Concise strategy for the synthesis of eleven- and ansa-bridged thirteen-membered lactone macrolides by ring closing metathesis reaction” Can. J. Chem. 2009, 87, 472-477.
[13] Majumdar, K. C.; Chattopadhyay, B.; Chakravorty, S. “An expedient synthesis of bis-fused benzofuran and a two-directional ring closing metathesis for the synthesis of bis-benzoxepine and bis-benzooxocine” Synthesis 2009, 674-680. (Highlighted in Synfact 2009, 5, 499).
[12] Majumdar, K. C.; Chattopadhyay, B.; Samanta, S. “A short route to the synthesis of pyrrolocoumarin and pyrroloquinolone derivatives by the Sonogashira cross-coupling and gold-catalyzed cycloisomerization of acetylenic amines” Synthesis 2009, 311-317.
[11] Majumdar, K. C.; Chattopadhyay, B.; Chakravorty, S.; Pal, N.; Sinha, R. K. “A new type of symmetrical banana-shaped material based on N-methyldiphenylamine as a core moiety exhibiting an Ad→A2 transition” Tetrahedron Lett. 2008, 49, 7149-7152.
[10] Majumdar, K. C.; Samanta, S.; Chattopadhyay, B. “A convenient synthesis of pyrrolopyridines and 2-substituted indoles by gold-catalyzed cycloisomerization” Tetrahedron Lett. 2008, 49, 7213-7216.
[09] Majumdar, K. C.; Chattopadhyay, B.; Sinha, B. “Novel synthesis of oxathiocine derivatives by the Wittig olefination and intramolecular Heck reaction via an 8-endo-trig cyclization” Synthesis 2008, 3857-3863.
[08] Majumdar, K. C.; Sinha, B.; Chattopadhyay, B.; Ray, K. “Regioselective synthesis of pyrano[3,2-c]pyrimidine derivatives via a palladium-catalyzed unusual [1,3]-aryloxy shift and cycloisomerization: First report of a [1,3] shift of an aryloxy group” Tetrahedron Lett. 2008, 49, 4405-4408.
[07] Majumdar, K. C.; Chattopadhyay, B. “Novel synthesis of nine-membered oxa-heterocycles by Pd(0)-catalyzed intramolecular Heck reaction via unusual 9-endo-trig mode cyclization” Synlett 2008, 979-982.
[06] Majumdar, K. C.; Alam, S.; Chattopadhyay, B. “Catalysis of the Claisen rearrangement” Tetrahedron (Review) 2008, 64, 597-643.
[05] Majumdar, K. C.; Chattopadhyay, B. “Amino-Claisen and oxy-Claisen rearrangement: Regioselective synthesis of pyrrolecoumarin derivatives” Synthesis 2008, 921-924.
[04] Majumdar, K. C.; Chattopadhyay, B.; Nath, S. “New Heck coupling strategies for the arylation of secondary and tertiary amides via palladium catalyzed intramolecular cyclization” Tetrahedron Lett. 2008, 49, 1609-1612.
[03] Maumdar, K. C.; Chattopadhyay, B.; Sinha, B. “Novel synthesis of oxocine derivatives by Wittig olefination and intramolecular Heck reaction via 8-endo-trig mode cyclization” Tetrahedron Lett. 2008, 48, 1319-1322.
[02] Majumdar, K. C.; Chattopadhyay, B.; Ray, K. “Novel synthesis of medium-sized oxa-heterocycles by palladium-catalyzed intramolecular Heck reaction” Tetrahedron Lett. 2007, 48, 7633-7636.
[01] Majumdar, K. C.; Chattopadhyay, B.; Taher, A. “New efficient synthesis of pyrido[2,3-c] coumarin derivatives by the Pd-catalyzed Heck cyclization” Synthesis 2007, 3647-3652.
Patents from CBMR:
[6] Ligand Scaffold for Proximal & Remote Borylation of Arenes. Das, J.; Hoque, E.; Hassan, M. M. M.; Guria, S.; Chattopadhyay, B. Status: Submitted on February 08, 2023. Patent Application No: 202311008149.
[5] A New Ligand Scaffold (PY-PYRI) for the Meta Borylation of Phenol Derivatives. Guria, S.; Hassan, M. M. M.; Dey, S.; Chattopadhyay, B. Status: Submitted on June 25, 2022. Patent Application No: 202211036590.
[4] A New Ligand Framework for para Borylation of Arenes. Haldar, C.; Bisht, R.; Chaturvedi, J.; Guria, S.; Chattopadhyay, B. Status: Submitted on January 11, 2022. Patent Application No. 202211001312.
[3] Method of meta Selective Borylation of Aromatic Molecules. Chaturvedi, J.; Haldar, C.; Bisht, R.; Chattopadhyay, B. Status: Submitted on August 20, 2020. (Published), Patent Application No. 202011035905 .
[2] Method of Manganese-Catalyzed Activation of 1,2,3,4-Tetrazoles for Nitrogen Heterocycle Synthesis via Click and Denitrogenative Annulation. Khatua, H.; Das, S. K.; Roy, S.; Chattopadhyay, B. Status: Submitted on May 23, 2020. (Published). Patent Application No. 202011021740.
[1] Catalyst/Ligand Engineering for C–H Borylation of Diverse Classless of Aromatic and Heteroaromatic Molecules. Hoque, E.; Hassan, M.; Chattopadhyay, B. Status: Published (Filed on February 05, 2020). Patent Application No.: 202011005091, Granted on 23/06/2022, Patent No.: 399886.
