Acylation of fluorocarbethoxy-substituted ylides: a simple and general route to. alpha.-fluoro. beta.-keto esters
A Thenappan, DJ Burton
Index: Thenappan, Alagappan; Burton, Donald J. Journal of Organic Chemistry, 1991 , vol. 56, # 1 p. 273 - 277
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Citation Number: 67
Abstract
(Fluorocarbethoxymethylene) tri-n-butylphosphorane (3) reacts with acid chlorides and anhydrides to form the corresponding carbon acylated phosphonium salts 4, and hydrolysis of 4 under mild basic conditions provides RCOCFHCOOEt (8) in moderate yields. The reaction is applicable to primary, secondary, tertiary, cyclic, aromatic, and ester-substituted acid chlorides. Acylation with ethyl chloroformate and ethyl chlorothioformate leads to the ...
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