The Journal of organic chemistry

Fluorinated Building Blocks. The Discovery of a Stable Difluoroallenyl Indium and the Synthesis of g em-Difluoroallenyl and-propargyl Synthons in Aqueous Media

ZG Wang, GB Hammond

Index: Wang, ZhiGang; Hammond, Gerald B. Journal of Organic Chemistry, 2000 , vol. 65, # 20 p. 6547 - 6552

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Citation Number: 69

Abstract

The synthesis of two highly functional fluorinated motifs, TIPS-C⋮ C-CF2-, and CF2 CC (TIPS)-is described. This approach is mediated by a room-temperature stable ethereal solution of a difluoroallene indium intermediate. This intermediate may be used as “stock solution” in the reaction with aqueous HCHO, to yield CF2 CC (TIPS) CH2OH, and in a reaction with a Schiff base to produce the corresponding β, β- ...