Issue 4, 1984

Intramolecular insertion of the isonitrile group into an oxygen–silicon bond. Synthesis of a 2-trimethylsilyloxazole via the α-isocyano silyl enol ether

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.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1984, 258-260

Intramolecular insertion of the isonitrile group into an oxygen–silicon bond. Synthesis of a 2-trimethylsilyloxazole via the α-isocyano silyl enol ether

A. Dondoni, T. Dall'Occo, G. Fantin, M. Fogagnolo, A. Medici and P. Pedrini, J. Chem. Soc., Chem. Commun., 1984, 258 DOI: 10.1039/C39840000258

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