Scope and limitations of the Julia-Kocienski reaction with fluorinated sulfonylesters

The Study of the Julia-Kocienski reaction between fluorinated arylsulfone and ketones is described. The corresponding fluoroalkenes were isolated in Moderate to good yields from beta- and delta-substituted cyclic ketones. From acyclic ketones and alpha-substituted cyclic ketones a decarbethoxylation reaction of the sulfonylesters occured. This decarbethoxylation reaction opened a new route for the preparation of a variety of fluoroalkylsulfones as potential building blocks for the preparation of fluoroalkenes. (C) 2009 Elsevier Ltd. All rights reserved.