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A novel entry into a new class of spiroheterocyclic framework: regioselective synthesis of dispiro[oxindole-cyclohexanone]pyrrolidines and dispiro[oxindole-hexahydroindazole]pyrrolidines
Authors:A Amal Raj  R Raghunathan  
Institution:

Department of Organic Chemistry, University of Madras, Guindy Campus, Chennai 600 025, India

Abstract:2,6-Bis(arylmethylidene)cyclohexanones undergo a regioselective 1,3-dipolar cycloaddition reaction with the azomethine ylide derived from isatin and sarcosine by a decarboxylative route affording a series of 1-N-methyl-spiro2.31]oxindole-spiro3.211]611-arylmethylidenecyclohexanone-4-aryl-pyrrolidines which were further annulated to give a series of novel 1-N-methyl-spiro2.31]oxindole-spiro3.711](311-aryl)Δ111,711a-hexahydro-2H-indazole-4-aryl-pyrrolidines. The structures of which were established by spectroscopic techniques as well as single crystal X-ray analysis.
Keywords:1  3-dipolar cycloaddition  2  6-bis(arylmethylidene)cyclohexanones  decarboxylative route  isatin  sarcosine  dispiropyrrolidines
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