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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

Vinylindenes and some heteroanalogues in the Diels-Alder reaction. IV. Reactions of ethenetetracarbonitrile with some 3-vinylindoles

R Bergamasco, QN Porter and C Yap

Australian Journal of Chemistry 30(7) 1531 - 1544
Published: 1977

Abstract

3-Vinylindoles are conveniently prepared from methylenetriphenylphosphorane and indole-3-carbaldehydes. Those studied give normal Diels-Alder adducts with ethenetetracarbonitrile, except in the case of the 2-methyl derivative, where steric hindrance results in formation of a cyclobuty-indole. The adducts are relatively unstable, and decompose rapidly to indolylbutadienetricarbonitriles.

https://doi.org/10.1071/CH9771531

© CSIRO 1977

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