VINAYKUMAR KANCHUPALLI
@niperhyd.ac.in
DST Inspire Faculty
faculty
RESEARCH INTERESTS
Transition metal catalyzed C-H functionalization reactions and its applications in natural products and drug's.
Development of novel methodologies in the field of Organo-borane chemistry.
Development of novel methodologies by using photocatalytic conditions in organic synthesis..
Scopus Publications
Scholar Citations
Scholar h-index
Scholar i10-index
Scopus Publications
Rupali Mahajan, Sanjeev Kumar, Ramulu Parupalli, Rahul Khemchandani, Vinaykumar Kanchupalli, Srinivas Nanduri, Gananadhamu Samanthula, and Amit Asthana
Elsevier BV
Sanjeev Kumar, Vaishnavi Borkar, Saiprasad Nunewar, Shashank Yadav, and Vinaykumar Kanchupalli
Wiley
An effective redox-neutral strategy to synthesize the aryl/alkynyl and alkyl/alkynyl substituted 1-naphthol derivatives has been efficaciously developed by Rh(III)-catalyzed [4+2]-annulation of sulfoxonium ylides and 1,3-diynes with excellent regio- and chemoselectivity. Subsequently, the same strategy was extended to furnish various unsymmetrical binaphthol motifs in one-pot manner. Interestingly, the TMS-derived 1,3-diyne predominantly delivered the 3-alkynyl-1-naphthol via desilylation pathway. The salient features such as traceless directing group, broad substrate scope, good functional group tolerance, and operationally simple conditions made the present protocol more valuable and appealing.
Sanjeev Kumar, Tharun Kumar Sabbi, Rasika Pingale, Pradeep Girase, and Vinaykumar Kanchupalli
Wiley
Bhoopendra Singh Kushwah, Hara Prasad Padhy, Rahul Khemchandani, Vijaya Madhyanapu Golla, Vinay Kumar Kanchupalli, Rajesh Sonti, and Gananadhamu Samanthula
Elsevier BV
Sanjeev Kumar, Vaishnavi Borkar, Mohd. Mujahid, Saiprasad Nunewar, and Vinaykumar Kanchupalli
Royal Society of Chemistry (RSC)
This review article summarizes the synthesis of iodonium ylides and its potential applications in C–H funtionalizations/annulations, including nitrogen heterocycles, oxygen heterocyles, alkenylations, etc.
Saiprasad Nunewar, Sanjeev Kumar, Akhilesh Waman Meshram, and Vinaykumar Kanchupalli
American Chemical Society (ACS)
Herein, we disclose an efficient ruthenium-catalyzed C-H functionalization of 2-arylbenzimidazoles/2-arylimidazoles with iodonium ylides leading to substituted tetracyclic and pentacyclic bridgehead N-heterocycles, wherein iodonium ylide acts as a carbene precursor. For the first time, iodonium ylide proceeds through a Ru-carbenoid intermediate. Further, the synthetic utility of this protocol was successfully shown for gram-scale synthesis and useful synthetic transformations.
Danaboina Srikanth, Swanand Vinayak Joshi, Mahammad Ghouse Shaik, Gaurav Pawar, Sushmitha Bujji, Vinaykumar Kanchupalli, Sidharth Chopra, and Srinivas Nanduri
Elsevier BV
Vinaykumar Kanchupalli, Laxman Anandrao Thorbole, Jagadeesh Kalepu, Desna Joseph, Mohammad Arshad, and Sreenivas Katukojvala
American Chemical Society (ACS)
Herein, we report a simple method for functionalized enals involving enal-transfer reaction of water-soluble N-methoxypyridazinium salts. This open-flask reaction proceeds under mild aqueous basic conditions through [2,3]-sigmatropic rearrangement of propargyl/allyl sulfur-ylides derived from in situ-generated Rh-(E)-enalcarbene. Various synthetically challenging allene- and allyl-functionalized (E)-enals with a γ-C(sp3) quaternary center were obtained in good to high yields. InCl3-catalyzed cascade cyclization of allenyl-enal and aniline gave a valuable pyrrolo[1,2-a]quinoline motif.
Saiprasad Nunewar, Sanjeev Kumar, Pendam Priyanka, Pradeep Girase, and Vinaykumar Kanchupalli
Royal Society of Chemistry (RSC)
We herein reported solvent-controlled switchable [4+2] annulations of 2-aryl indoles with iodonium ylides via Rh(iii)-catalyzed C–H functionalization.
Sanjeev Kumar, Saiprasad Nunewar, Tharun Kumar Sabbi, and Vinaykumar Kanchupalli
American Chemical Society (ACS)
The transition-metal-catalyzed C-H functionalization of sulfoxonium ylides with alkynes formally participates in [4 + 2] annulations to deliver the naphthol scaffolds. In contrast, herein we disclose the first Rh(III)-catalyzed C-H activation, followed by redox-neutral [3 + 2] annulation of sulfoxonium ylides with 1,3-diynes, which delivers the alkynated indenone derivatives. This protocol features a good functional group tolerance, a broad substrate scope, moderate to excellent yields, and mild reaction conditions. The reaction mechanism was supported through ESI-HRMS by characterizing key intermediates in the catalytic cycle.
Sanjeev Kumar, Saiprasad Nunewar, and Vinaykumar Kanchupalli
Wiley
Shashi Chandrama Singh, Dharmendra Kumar Khatri, Kulbhaskar Singh, Vinay Kumar Kanchupalli, Jitender Madan, Shashi Bala Singh, and Harshpal Singh
Elsevier BV
Saiprasad Nunewar, Sanjeev Kumar, Harishchandra Pandhare, Srinivas Nanduri, and Vinaykumar Kanchupalli
American Chemical Society (ACS)
Herein, we report an acid-controlled highly tunable selectivity of Rh(III)-catalyzed [4 + 2] and [3 + 3] annulations of N-carboxamide indoles with iodonium ylides lead to form synthetically important tricyclic and tetracyclic N-heterocycles. Here, iodonium ylide serves as a carbene precursor. The protocol proceeds under operationally simple conditions and provides novel tricyclic and tetracyclic scaffolds such as 3,4-dihydroindolo[1,2-c]quinazoline-1,6(2H,5H)-dione and 1H-[1,3]oxazino[3,4-a]indol-1-one derivatives with a broad range of functional group tolerance and moderate to excellent yields. Furthermore, the protocol synthetic utility was extended for various chemical transformations and was easily scaled up to a large-scale level.
Sanjeev Kumar, Saiprasad Nunewar, Khan Mohammad Usama, and Vinaykumar Kanchupalli
Wiley
Saiprasad Nunewar, Sanjeev Kumar, Srilakshmi Talakola, Srinivas Nanduri, and Vinaykumar Kanchupalli
Wiley
Metal carbenes plays a pivotal role in transition-metal-catalyzed synthetic transfer reactions. The metal carbene generates either from the diazo compound through facile extrusion of N 2 with metal catalyst or in situ generate from other sources like triazoles, pyriodotriazoles, sulfoxonium ylides and iodonium-ylide. Other hand, Rh(III) & Ir(III)-Catalyzed C-H functionalization's have been well established as a key synthetic step to enable the construction of various synthetic transformations. Interestingly, in recent years, merging of these two concepts C-H activation and carbene migratory insertion gained much more attention. Particularly, Rh(III) & Ir(III)-catalyzed arene C-H functionalization's with carbene precursors via carbene migratory insertion. Through this review, we summarize the recent advances of Rh(III) & Ir(III)-catalyzed direct C-H alkylation/ alkenylation/ arylation with carbene precursors and also discussed the key synthetic intermediates within the catalytic cycles.
Sanjeev Kumar, Saiprasad Nunewar, Srilekha Oluguttula, Srinivas Nanduri, and Vinaykumar Kanchupalli
Royal Society of Chemistry (RSC)
The review highlighted diverse annulations, including nitrogen, oxygen, sulfur heterocycles and carbocylizations via Rh(iii)/Ir(iii)-catalyzed C–H functionalization/annulation with various arene and carbene precursors.
Vinaykumar Kanchupalli, Rahul K. Shukla, Anurag Singh, and Chandra M. R. Volla
Wiley
Vinaykumar Kanchupalli and Sreenivas Katukojvala
Wiley
A dirhodium carboxylate catalyzed [1+1+3] annulation reaction of diazoenals and vinyl azides that gives synthetically important enal-functionalized 1-pyrroline derivatives was developed. The reaction involves a novel rhodium-catalyzed olefination of diazoenals with vinyl azides via electrophilic enal carbenoids, resulting in a new class of enal acrylates. The annulation reaction was used for the direct synthesis of valuable deuterated 1-pyrrolines. Structural diversification of the enal-functionalized 1-pyrrolines resulted in the biologically important pyrrolidine-fused oxaziridine, amino acid derivatives, and a 6-azabicyclo[3.2.1]octane motif present in polycyclic alkaloids.
Vinaykumar Kanchupalli, Desna Joseph, and Sreenivas Katukojvala
American Chemical Society (ACS)
Pyridazine N-oxides are used for the first time as precursors of metallocarbenes. These nitrogen-rich heterocycles led to the discovery of a novel acceptor and donor-acceptor enalcarbenoids. The synthetic utility of these metallocarbenes was demonstrated in the rhodium-catalyzed denitrogenative transannulation of pyridazine N-oxides with pyrroles to the valuable alkyl, 7-aryl, and 7-styryl indoles. The transannulation strategy was applied to the synthesis of a potent anticancer agent.
Sudam Ganpat Dawande, Vinaykumar Kanchupalli, Bapurao Sudam Lad, Jyoti Rai, and Sreenivas Katukojvala
American Chemical Society (ACS)
The design of a synergistic rhodium(II) carboxylate and BINOL phosphoric acid catalyzed efficient multicomponent reaction of enaldiazo compounds, arylamines, and aryl aldehydes leading to the first transition-metal-catalyzed direct synthesis of valuable α-pyrrolylbenzylamines is disclosed. The reaction is proposed to involve a transient ammonium ylide of a new class of electrophilic rhodium enalcarbenoid, its regioselective Mannich reaction, and a cyclocondensation cascade. The methodology was used in a highly diastereoselective synthesis of a binaphthyl based chiral pyrrole.
Sudam Ganpat Dawande, Vinaykumar Kanchupalli, Jagadeesh Kalepu, Haribabu Chennamsetti, Bapurao Sudam Lad, and Sreenivas Katukojvala
Wiley
Disclosed herein is the design of an unprecedented electrophilic rhodium enalcarbenoid which results from rhodium(II)-catalyzed decomposition of a new class of enaldiazo compounds. The synthetic utility of these enalcarbenoids has been successfully demonstrated in the first transition-metal-catalyzed [4+2] benzannulation of pyrroles, thus leading to substituted indoles. The new benzannulation has been applied to the efficient synthesis of the natural product leiocarpone as well as a potent adipocyte fatty-acid binding protein inhibitor.