Issue 24, 1982

Selectivity in vinyl azide reactions; decomposition of azidocinnamates with olefinic ortho-substituents

Abstract

Thermal decomposition of vinyl azides (1a–c) gives isoquinolines (3), benzazepines (4), or aziridines (5) and (6) by preferential reaction at the unsaturated substituent; removal of this unsaturation as in the epoxides (1d,1e) leads exclusively to 4-substituted indoles.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1982, 1419-1421

Selectivity in vinyl azide reactions; decomposition of azidocinnamates with olefinic ortho-substituents

D. M. B. Hickey, C. J. Moody and C. W. Rees, J. Chem. Soc., Chem. Commun., 1982, 1419 DOI: 10.1039/C39820001419

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