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Title: 1,3-Dipolar cycloaddition reactions of substituted open-chain conjugated azomethine N-oxides with substituted N-arylmaleimides leading to the synthesis of new stereoisomeric 2,5 -diaryl-3- (o-nitro)-styryl -4H-2,3,3a,5,6,6a- hexahydropyrrolo [3,4-d] isoxazole-4, 6-dione derivatives
Authors: Singal, Kewal Krishan
Singh, Baldev
Issue Date: Mar-1999
Publisher: NISCAIR-CSIR, India
Abstract: 1,3-Dipolar cycloaddition of substituted open-chain conjugated azomethine N-oxides 1 with substituted N-arylmaleimides 2 leads  to the synthesis of new stereoisomeric 2,5-diaryl-3-(o-nitro)-styryl-4H-2,3,3a,5,6,6a-hexahydropyrrolo [3,4-d] isoxazole-4,6-dione derivatives 3 in excellent yield. These stereoisomers have been characterized as cis-3A and trans-3B on the basis of their spectral measurements and are obtained in the ratio of almost 1:2 respectively in all the reaction, which is the reverse of the stereoisomers obtained through the 'Huisgen reaction’ of C,N-diaryl nitrones with N-aryl maleimides as reported earlier from these laboratories.
Page(s): 292-296
Appears in Collections:IJC-B Vol.38B(03) [March 1999]

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