Intramolecular insertion of the isonitrile group into an oxygen–silicon bond. Synthesis of a 2-trimethylsilyloxazole via the α-isocyano silyl enol ether
- 1 January 1984
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 4,p. 258-260
- https://doi.org/10.1039/c39840000258
Abstract
Treatment of lithiated 4-methyloxazole (1b) with trimetylsilyl chloride gives the α-isocyano silyl enol ether (4b) which when heated in the presence of potassium hydroxide undergoes ring closure to the 2-trimethylsilyloxazole (5b) whose reactions with C-and S-electrophiles afford 2-substituted oxazoles.Keywords
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