An efficient copper-catalyzed intermolecular hydroindolation reaction of terminal aryl alkynes to... more An efficient copper-catalyzed intermolecular hydroindolation reaction of terminal aryl alkynes to expeditiously synthesize bis(indolyl)alkanes in moderate to high yields is described. The double nucleophilic addition of two molecules of indole to one molecule of alkyne occurs in a tandem manner through an anti-Markovnikov pathway. Various arenes and alkynes allow for this transformation. Preliminary mechanistic study sheds light on the observed regioselectivity involving a Cu-vinylidene complex, and 3-styryl-1H-indole as probable intermediates.
A copper acetate catalyzed oxidative cycloaddition reaction of benzyl and aryl azides with termin... more A copper acetate catalyzed oxidative cycloaddition reaction of benzyl and aryl azides with terminal and internal olefins that contain electron-withdrawing groups (COOR, CONH 2 , CN, CHO, COR) has been developed.
A palladium-catalyzed regioselective ortho-acylation of N-aryl-1,2,3-triazoles has been achieved ... more A palladium-catalyzed regioselective ortho-acylation of N-aryl-1,2,3-triazoles has been achieved under aqueous conditions without the assistance of surfactants or additives.
A simple and efficient iodine-assisted protocol for the synthesis of 5-substituted-3-methyl/benzy... more A simple and efficient iodine-assisted protocol for the synthesis of 5-substituted-3-methyl/benzyl-1,3,4- oxadiazol-2(3H)-ones has been developed. The reaction involves a sequential condensation followed by tandem oxidative cyclization and rearrangement of readily available methyl/benzyl carbazates and aldehydes as starting substrates. The presence of iodine and base promotes intramolecular C–O bond formation, followed by Chapman-like rearrangement at 90 °C of the methyl/benzyl group in the hydrazone intermediate formed during the condensation step. This transition-metal-free approach has been adopted to generate a variety of oxadiazolones under mild conditions in good to excellent yields.
An efficient copper-catalyzed intermolecular hydroindolation reaction of terminal aryl alkynes to... more An efficient copper-catalyzed intermolecular hydroindolation reaction of terminal aryl alkynes to expeditiously synthesize bis(indolyl)alkanes in moderate to high yields is described. The double nucleophilic addition of two molecules of indole to one molecule of alkyne occurs in a tandem manner through an anti-Markovnikov pathway. Various arenes and alkynes allow for this transformation. Preliminary mechanistic study sheds light on the observed regioselectivity involving a Cu-vinylidene complex, and 3-styryl-1H-indole as probable intermediates.
A copper acetate catalyzed oxidative cycloaddition reaction of benzyl and aryl azides with termin... more A copper acetate catalyzed oxidative cycloaddition reaction of benzyl and aryl azides with terminal and internal olefins that contain electron-withdrawing groups (COOR, CONH 2 , CN, CHO, COR) has been developed.
A palladium-catalyzed regioselective ortho-acylation of N-aryl-1,2,3-triazoles has been achieved ... more A palladium-catalyzed regioselective ortho-acylation of N-aryl-1,2,3-triazoles has been achieved under aqueous conditions without the assistance of surfactants or additives.
A simple and efficient iodine-assisted protocol for the synthesis of 5-substituted-3-methyl/benzy... more A simple and efficient iodine-assisted protocol for the synthesis of 5-substituted-3-methyl/benzyl-1,3,4- oxadiazol-2(3H)-ones has been developed. The reaction involves a sequential condensation followed by tandem oxidative cyclization and rearrangement of readily available methyl/benzyl carbazates and aldehydes as starting substrates. The presence of iodine and base promotes intramolecular C–O bond formation, followed by Chapman-like rearrangement at 90 °C of the methyl/benzyl group in the hydrazone intermediate formed during the condensation step. This transition-metal-free approach has been adopted to generate a variety of oxadiazolones under mild conditions in good to excellent yields.
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Papers by Shyam Patel
oxadiazol-2(3H)-ones has been developed. The reaction involves a sequential condensation followed by
tandem oxidative cyclization and rearrangement of readily available methyl/benzyl carbazates and aldehydes
as starting substrates. The presence of iodine and base promotes intramolecular C–O bond formation,
followed by Chapman-like rearrangement at 90 °C of the methyl/benzyl group in the hydrazone
intermediate formed during the condensation step. This transition-metal-free approach has been
adopted to generate a variety of oxadiazolones under mild conditions in good to excellent yields.
oxadiazol-2(3H)-ones has been developed. The reaction involves a sequential condensation followed by
tandem oxidative cyclization and rearrangement of readily available methyl/benzyl carbazates and aldehydes
as starting substrates. The presence of iodine and base promotes intramolecular C–O bond formation,
followed by Chapman-like rearrangement at 90 °C of the methyl/benzyl group in the hydrazone
intermediate formed during the condensation step. This transition-metal-free approach has been
adopted to generate a variety of oxadiazolones under mild conditions in good to excellent yields.