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

DMB Hickey, CJ Moody, CW Rees

Index: Hickey, Deirdre M. B.; Moody, Christopher J.; Rees, Charles W. Journal of the Chemical Society, Chemical Communications, 1982 , # 24 p. 1419 - 1421

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Citation Number: 6

Abstract

Selectivity in Vinyl Azide Reactions; Decomposition of Azidocinnamates with Olef inic ortho-Substituents ... Deirdre M. B. Hickey, Christopher J. Moody, and Charles W. Rees Department of Chemistry, Imperial College of Science and Technology, London S W7 2AY, UK ... Thermal decomposition of vinyl azides ( I ac) ... (6) by preferential reaction at the unsaturated substituent; removal of this unsaturation as in the epoxides (Id, 1 e) leads exclusively to 4-substituted indoles.