Chemistry of. alpha.-haloaldehydes. V. Reaction of. alpha.-haloaldehydes with. alpha.-acetylcyclopentanones in the presence of base

A Takeda, S Tsuboi, F Sakai…

Index: Takeda,A. et al. Journal of Organic Chemistry, 1974 , vol. 39, p. 3098 - 3101

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Citation Number: 8

Abstract

Reaction of chloral with 2-acetylcyclopentanone (3a) in the presence of potassium carbonate in tetrahydrofuran spontaneously yielded 2-(2'-chlorovinyl) cyclobutenecarboxylic acid (6a). The pathway, which involves the transient existence of oc-(2, 2, 2- trichloroethylidene) cyclopentanone (4a) followed by the Favorskii-type rearrangement, has been postulated for the formation of 6a. The reaction of chloral with 1-morpholino-1- ...