Flash vacuum pyrolysis of alkoxycarbonyl/sulfinyl stabilised phosphorus ylides: generation and intramolecular insertion of alkoxycarbonyl (sulfenyl) carbenes

RA Aitken, MJ Drysdale, BM Ryan

Index: Aitken, R. Alan; Drysdale, Martin J.; Ryan, Bruce M. Journal of the Chemical Society, Chemical Communications, 1994 , # 7 p. 805 - 806

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Abstract

Flash vacuum pyrolysis of phosphorus ylides stabilised both by ester and sulfinyl groups results mainly in extrusion of Ph3PO to generate alkoxycarbonyl (sulfenyl) carbenes; these undergo intramolecular insertion into CH of the alkoxycarbonyl group giving β-lactones which under the conditions lose CO2 to afford alkenyl sulfides.

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