Tetrahedron letters

Synthese et reactivite comparee d'alkoxy et de thioalkoxymethylenecetenes

AB Cheikh, H Dhimane, JC Pommelet, J Chuche

Index: Cheikh, A. Ben; Dhimane, H.; Pommelet, J.C.; Chuche, J. Tetrahedron Letters, 1988 ,  vol. 29,  # 46  p. 5919 - 5922

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Citation Number: 15

Abstract

Résumé Heterosubstituted methyleneketenes 2d-g are obtained by flash-vacuum pyrolysis of Meldrum's acid derivatives 1d-g. The methoxymethyleneketene 2e is stable for a few hours at room temperature and gives 3e by dimerization; in contrast, the more reactive thiomethoxymethyleneketenes 2f-g are easily converted to 4f-g by intramolecular rearrangement.