Reaction of silyl enol ethers with N-chlorosuccinimide: trapping of the siloxycarbinyl cation by an azide anion
- 1 January 1987
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 22,p. 1727-1728
- https://doi.org/10.1039/c39870001727
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).Keywords
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