Publications from the OCS Lab @ IISERB

(62) Book Chapter: "Pd-Catalyzed Functionalization of Heterocycles Through C-H Activation" in "Topics in Heterocyclic Chemistry: Functionalization of Heterocycles/Heteroaromatics through Transition Metal Catalyzed C-H Activation" Editors Debabrata Maiti and Upendra Sharma (Springer).

Kumar, P. and Kapur, M.

(61) Transition Metal-Catalyzed C-H Activation Reactions for the Creation and Modification of Organic Fluorophores  (Invited Review)

Chand, T.; and Kapur, M. Synthesis 2024, 56, 1505-1540.

(60) Cobalt(II)-Catalyzed peri-C(sp2)-H Selective Hydroxylation of Naphthalene Monoimides  

Chand, T.; Gupta, P.; Oza, N.; and Kapur, M. Chem. Commun. 2024, 60, 1770-1773.

(59) A Sequential Transition Metal and Organocatalytic Approach to the Enantioselective Synthesis of C2-spiroindoline Systems 

Sah, P.; Gond, A. K; Saini, G.; and Kapur, M. Org. Lett. 2023, 25, 9170-9175.

(58) Site-selective ring opening of bicyclo[n.1.0]alkanols:  An Fe(II)-catalyzed 1,6-conjugate addition to p-quinone methides

Jha, N.; Mondal, S.; and Kapur, M. Chem. Commun. 2023, 59, 12491-12494.

(57) Strained cycloalkanols in C-C bond formation reactions: A boon in disguise!  (Part of the themed collection: 2023 Organic Chemistry Frontiers Review-type Articles)

Jha, N.; Mishra, P.; and Kapur, M. Org. Chem. Front. 2023, 10, 4941-4971.

(56) Regiocontrol via Electronics: Insights into a Ru-catalyzed, Cu-mediated Site-selective Alkylation of Isoquinolones via a C−C bond Activation of Cyclopropanols 

Jha, N.; Guo, W.; Kong, W.-Y.; Tantillo, D. J.* and Kapur, M.* Chem. -Eur. J. 2023, 29, e202301551.

(55) Synthesis of Ferrocene 1,3−Derivatives by Distal C−H Activation  

Gupta, P.; Madhavan, S.*; and Kapur, M.* Angew. Chem. Int. Ed. 2023, 62, e202305278.

(54) Rh(III)-Catalyzed ortho-C-H Amidation of Naphthalene and Perylene Monoimides

 Chand, T.; Khamari, L.; Mukherjee, S.* and Kapur, M.* Org. Lett. 2023, 25, 4840-4845.

(53) A Three Component 1,3-Difunctionalization of Vinyl Diazo Esters Enabled by a Cobalt Catalyzed C-H Activation/Carbene Migratory Insertion   

Khot, N. P.;  Nagtilak, P. J.; Deo, N. K.; and Kapur, M. Chem. Commun. 2023, 59, 6076-6079.

(52) Book Chapter: "(Het)Arene/(Het)Arene Cross-Dehydrogenative Coupling for C(sp2)-C(sp2) Bond formation" in Science of Synthesis, Editor Debabrata Maiti, (Georg Thieme Verlag KG), 2023

Jha, N. and Kapur, M.

(51) The Winning Team Reached the Terra Incognita: Enantioselective Synthesis of Ferrocene 1,3-Derivatives via Distal C-H Activation by Pd(II)/Norbornene Cooperative Catalysis  

Gupta, P.; Tiwari, P. C.; Madhavan, S.*; and Kapur, M.* ChemRxiv 2022.

(50) Total Synthesis of Resorcylic Acid Lactone (-)-Neocosmosin A Using Palladium-Catalyzed α-Arylation of Enones as the Key Step  

Pawar, G. G.#;  Kale, A. P.#; Sah, P.; and Kapur, M. Eur. J. Org. Chem. 2023, 26, e202201277.

(# equal contribution)

(49) Merging Rh-catalyzed C-H Functionalization and Cascade Cyclization to Enable Propargylic Alcohols as Three-Carbon Synthons 

Nagtilak P. J.; Mane, M. V.; Prasad, S.; Cavallo, L.*; Tantillo, D. J.* and Kapur, M.* Chem. -Eur. J. 2023, 29, e202203055.

(48) A Switch to Vinylogous Reactivity of Vinyl Diazo Esters for the C-H Allylation of Benzamides by Merging Cobalt and Photoredox Catalysis 

Khot, N. P.;  Deo, N. K.; and Kapur, M. Chem. Commun. 2022, 58, 13967–13970.

(47) Catalyst-Controlled Chemodivergent Reactivity of Vinyl Cyclopropanes: A Selective Approach Towards Indoles and Aniline Derivatives 

Keshri, S. K.;  Madhavan, S.; and Kapur, M. Org. Lett. 2022, 24, 9043 - 9048.

(46) Rh(III)-catalyzed one-step synthesis of ortho-alkynylated perylene imide dyes: Optical and electrochemical properties of new derivatives

 Chand, T.; Khamari, L.; Chopra, D.; Mukherjee, S.* and Kapur, M.* Chem. -Eur. J.  2022, 28, e202200723.

(45) Ruthenium-Catalyzed Oxidative Coupling of Vinylene Carbonate with Isoxazoles: Access to Fused Anthranils 

Kumar, P.; and Kapur, M. Chem. Commun. 2022, 58, 4476-4479.

(44) Rh(III)-Catalyzed C(7)−H Alkylation of Quinolines in the Synthesis of Angular π-Extended Pyrroloquinolines for Single Component White Light Emission  

Khot, N. P.#; Mahato, P.#; Sajeev, T. K.; Mukherjee, S.*; and Kapur, M.* Org. Lett.  2022, 24, 2186-2191.

(# equal contribution)

(43) Iridium(III)-catalyzed C(3)-H Alkylation of Isoquinolines via Metal Carbene Migratory Insertion 

Jha, N.; Singh, R. P.; Saxena, P.; and Kapur, M. Org. Lett.  2021, 23, 8694-8698.

(42) Book Chapter: "Dehydrogenative Annulation of Heterocycles: Synthesis of Fused Heterocycles" in "Transition-Metal-Catalyzed C-H Functionalization of Heterocycles" Editors Anil Kumar and Tharmalingam Punniyamurthy, (Wiley).

Jha, N. and Kapur, M.

(41) Transition Metal-Mediated Functionalization of Isoxazoles: A Review  (Invited article for AJOC's 10th Anniversary Special Collection).

Madhavan, S. #; Keshri, S. K.#; and Kapur, M. Asian J. Org. Chem.  2021, 10, 3127-3165.

(# equal contribution)

(40) Book Chapter: "Mechanistic understanding of Ru-catalysed C-H functionalization reactions" in "Handbook of C-H Functionalization" Editor Debabrata Maiti (Wiley). Link

Kumar, P. and Kapur, M.

(39) Transition-metal-catalyzed C−H bond functionalization of arenes/heteroarenes via tandem C−H activation and subsequent carbene migratory insertion strategy (Review).

Jha, N. #; Khot N. K.#; and Kapur, M. Chem. Rec.  2021, 21, 4088-4122.

(# equal contribution)

(36) Palladium-Catalyzed Functionalizations of Acidic and Non-acidic C(sp3)-H Bonds-Recent Advances (Review Article)

Saini, G. and Kapur, M. Chem. Commun. 2021, 57, 1693-1714.

(35) Unusual Reactivity of 4-Vinyl Isoxazoles in the Copper-Mediated Synthesis of Pyridines, Employing DMSO as a One-Carbon Surrogate .

Kumar, P. and Kapur, M. Org. Lett. 2020, 22, 5855-5860.

(34) Ru(II)- and Cu(II)-mediated Synthesis of Trisubstituted Pyrroles from Isoxazoles and Acrylate esters .  

Kumar, P. and Kapur, M. Asian J. Org. Chem. 2020, 9, 1065-1069.

(33) Catalyst-control in Switching the Site-Selectivity of C-H Olefinations of 1,2-dihydroquinolines: An Approach to Positional-selective Functionalization of Quinolines.  

Das, R.#; Khot, N. K.#; Deshpande, A. S.; Kapur, M. Chem. -Eur. J. 2020, 26, 927-938.

(# equal contribution)

(32) Palladium-Mediated Remote Functionalization in γ- and ε‑Arylations and Alkenylations of Unblocked Cyclic Enones  

Saini, G.; Mondal, A.; Kapur, M. Org. Lett. 2019, 21, 9071-9075.

(31) Dioxazolones as Masked Ester Surrogates in the Pd(II)-Catalyzed Direct C-H Arylation of 6,5-Fused Heterocycles .  

Saxena, P.; Maida, N.; Kapur, M. Chem. Commun. 2019, 55, 11187-11190.

(30) Oxazolinyl-Assisted Ru(II)-Catalyzed C-H Allylation with Allyl Alcohols and Synthesis of 4-methyleneisochroman-1-ones.  (Invited Article for Special Issue on "C-H Bond Functionalization").

Singh, D.#; Kumar, G. S.#; Kapur, M. J. Org. Chem. 2019, 84, 12881-12892.

(# equal contribution)

(29) Rhodium(III)-catalyzed Directed C-H dienylation of Anilides with Allenes Leads to Highly Conjugated Systems.  

Ghosh, C.; Nagtilak, P. J.; Kapur, M. Org. Lett. 2019, 21, 3237-3241.

(28) Ruthenium-Catalyzed Directed C(3)-H Olefination of N-acetyl 1,2-dihydroisoquinolines: A method to achieve C3-olefinated isoquinolines. (Invited article for the Special Topic on "Ruthenium in Organic Synthesis").

Das, R.#; Khot, N. K.#; Deshpande, A. S.; Kapur, M. Synthesis. 2019, 51, 2515-2522.

(# equal contribution)

(27) Catalyst-control in Positional-selective C-H Alkenylation of Isoxazoles and a Ruthenium-mediated assembly of trisubstituted Pyrroles. 

Kumar, P.; Kapur, M. Org. Lett. 2019, 21, 2134-2138.

(26) Catalyst-controlled Positional-selectivity in C-H Functionalizations (Review article).

Tiwari, V. K.; Kapur, M. Org. Biomol. Chem. 2019, 17, 1007-1026.

(25) Oxazolinyl-assisted Ru(II)-Catalyzed C-H Functionalization Based on Carbene Migratory Insertion: A One-pot Three-component Cascade Cyclization.

Kumar, G. S.; Khot, N. P.; Kapur, M. Adv. Synth. Catal. 2019, 361, 73-78.

(24) Total Synthesis of Proposed Structure of Mycobactin J.

Ghosh, C.; Pal, S.; Patel, A.; Kapur, M. Org. Lett. 2018, 20, 6511-6515.

(One of the top ten most read publications in Organic Letters for the month of October 2018).

(23) Ruthenium-Catalyzed C-H Functionalization of Benzoic Acids with Allyl Alcohols: A Controlled Reactivity Switch between C-H Alkenylation and C-H Alkylation Pathways. 

Kumar, G. S.; Chand, T.; Singh, D.; Kapur, M. Org. Lett. 2018, 20, 4934-4937.

(Selected for the Organic Letters Virtual Issue: Letters from India)

(22) Transition Metal-Catalyzed C-H Functionalization Reactions of pi-Deficient Heterocycles (Focus Review: Invited Article for Special Issue on C-H Activation).

Das, R.; Kapur, M. Asian J. Org. Chem. 2018, 7, 1217-1235.

(One of the 20 most downloaded articles of 2017-2018).

(21) Transition Metal-Catalyzed Site-selective C-H Halogenation Reactions (Focus Review: Invited Article).

Das, R.; Kapur, M. Asian J. Org. Chem. 2018, 7, 1524-1541.

(20) Palladium-Catalyzed Aerobic Oxidative Coupling of Allylic Alcohols with Anilines in the Synthesis of Nitrogen Heterocycles.

Kumar, G. S.; Singh, D.; Kumar, M.; Kapur, M. J. Org. Chem. 2018, 83, 3941-3951.

(19) Cobalt-Catalyzed C-H Nitration of Indoles Employing a Removable Directing Group.

Saxena, P.; Kapur, M. Chem. -Asian J. 2018, 13, 861-870.

(18) Palladium-Catalyzed α-Arylation of Silylenol Ethers in the Synthesis of Isoquinolines and Phenanthridines.

Saini, G.; Kumar, P.; Kumar, G. S.; Arunraj, K. M.; Kapur, M. Org. Lett. 2018, 20, 441-444.

(17) Amides as Weak-Coordinating Groups in Proximal C-H Bond Activation (MicroReview) (Invited Article).

Das, R.;# Kumar, G. S.;# Kapur, M. Eur. J. Org. Chem. 2017, 5439-5459.

    (# Equal contribution)    (One of the most-downloaded articles of October 2017 and one of the 20 most downloaded articles of 2017-2018).

(16) Traceless Directing-Group Strategy in the Ru-Catalyzed Formal [3 + 3] Annulation of Anilines with Allyl Alcohols: A One-Pot Domino Approach for the Synthesis of Quinolines.

 Kumar, G. S.; Kumar, P.; Kapur, M. Org. Lett. 2017, 19, 2494-2497.

(One of the most-read articles of April-May 2017)

(14) One substrate, two modes of C-H Functionalization: A Metal-Controlled Site-selectivity Switch in C-H arylation reactions.

 Tiwari, V. K.; Kamal, N.; Kapur, M. Org. Lett. 2017, 19, 262-265.

(One of the most-read articles of Dec'16-Jan 2017)

(13) Product Control using Substrate Design: Ruthenium-catalyzed Oxidative C-H Olefinations of Cyclic Weinreb Amides.

Das, R.; Kapur, M. Chem. -Eur. J. 2016, 22, 16986-16990. (Hot Paper & Highlighted in Chemistry Views Magazine)

(12) Ruthenium-catalyzed, Site-selective C-H Allylation of Indoles with Allyl Alcohols as Coupling Partners.

 Kumar, G. S.; Kapur, M. Org. Lett. 2016, 18, 1112-1115.

 (One of the most-read articles of Feb-March 2016)

(11) Palladium (II)-catalyzed Heteroatom-directed Regioselective C-H Nitration of Anilines using Pyrimidine as a Removable Directing Group.

Pawar, G. G.; Brahmanandan, A.; Kapur, M. Org. Lett. 2016, 18, 448-451.

(One of the most-read articles of Jan-Feb 2016)

(10) Palladium-catalyzed Synthesis of 2-Alkenyl-3-Arylindoles via Dual alpha-Arylation Strategy: Formal Synthesis of the Antilipemic Drug Fluvastatin.

Kale, A. P.; Kumar, G. S.; Kapur, M. Org. Biomol. Chem. 2015, 13, 10995-11002.

(9) Fujiwara-Moritani Reaction of Weinreb Amides using a Ruthenium-catalyzed C-H Functionalization Reaction.

 Das, R.; Kapur, M. Chem. -Asian. J. 2015, 10, 1505-1512.

(8) Heteroatom-guided Palladium-catalyzed Site-selective C-H Arylation of 4H-Chromenes: Diastereoselective Assembly of the Core Structure of Myristinin B via Dual C-H Functionalization.

Pawar, G. G.; Tiwari, V. K.; Jena, H. K.; Kapur, M. Chem. -Eur. J. 2015, 21, 9905-9911.

(7) Ruthenium-catalyzed Heteroatom-directed Regioselective C-H Arylation of Indoles using a Removable Tether.

Tiwari, V. K.; Kamal, N.; Kapur, M. Org. Lett. 2015, 17, 1766-1769.

(6) Palladium-Catalyzed α-Arylation of Enones in the Synthesis of 2-alkenyl Indoles and Carbazoles.

Kale, A. P.; Kumar, G. S.; Arun Raj, K. M.; Kapur, M. Org. Lett. 2015, 17, 1324-1327.

(5) Temperature Induced Morphological Transitions from Native to Unfolded Aggregated States of Human Serum Albumin.

Das, N.; Ghosh, N; Kale, A. P.; Mondal, R.; Anand, U.; Ghosh, S.; Tiwari, V. K.; Kapur, M.; Mukherjee, S. J. Phys. Chem. (B), 2014, 118, 7267-7276.

(4) Palladium catalyzed, heteroatom-guided C-H Functionalization in the synthesis of substituted isoquinolines and dihydroisoquinolines.

Tiwari, V. K.; Pawar, G. G.; Jena, H. K.; Kapur, M. Chem. Commun. 2014, 50, 7322-7325.

(3) Dehydrogenative Heck Reaction (Fujiwara-Moritani Reaction) of Unactivated Olefins with simple Dihydropyrans under Aprotic Conditions.

    Pawar, G. G.; Singh, G.; Tiwari, V. K.; Kapur, M. Adv. Synth. Catal. 2013, 355, 2185-2190.

(2) Heteroatom-Guided, Palladium-Catalyzed Regioselective C–H Functionalization in the Synthesis of 3-Arylquinolines.

Tiwari, V. K.; Pawar, G. G.; Das, R.; Adhikary, A.; Kapur, M. Org. Lett. 2013, 15, 3310-3313.

(1) Regioselectivity Switch Achieved in the Palladium Catalyzed alpha-Arylation of Enones by Employing the Modified Kuwajima-Urabe Conditions.

Kale, A. P.; Pawar, G. G.; Kapur, M. Org. Lett. 2012, 14, 1808-1811.