Issue 22, 1987

Reaction of silyl enol ethers with N-chlorosuccinimide: trapping of the siloxycarbinyl cation by an azide anion

Abstract

Reaction of silyl enol ethers (1a–f) with N-chlorosuccinimide afforded siloxycarbinyl cations which were trapped by nucleophiles (NaN3 and MeOH); subsequent rearrangement of the azido products (2a,b,d,e–N3) under reflux in decalin led to anilide derivatives (3a,b,d,e).

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1987, 1727-1728

Reaction of silyl enol ethers with N-chlorosuccinimide: trapping of the siloxycarbinyl cation by an azide anion

K. Ohkata, M. Mase and K. Akiba, J. Chem. Soc., Chem. Commun., 1987, 1727 DOI: 10.1039/C39870001727

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