Chemistry of sulfenic acids. 3. Studies of sterically hindered sulfenic acids using flash vacuum pyrolysis

FA Davis, RH Jenkins Jr, SQA Rizvi…

Index: Davis, Franklin A.; Jenkins, Robert H.; Rizvi, Syed Q. A.; Yocklovich, Steven G. Journal of Organic Chemistry, 1981 , vol. 46, # 17 p. 3467 - 3474

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Citation Number: 46

Abstract

Flash vacuum pyrolysis (FVP) of sulfoxides containing 8-hydrogen atoms affords sulfenic acids (RSOH) in good concentration under conditions where they are stable. The application of this technique to the synthesis and study of sterically hindered sulfenic acids 12a-e is described. The principal or primary reaction of simple sulfenic acids prepared in this manner is dehydration to thiosulfinates 13 (eq 1). Steric inhibition to dehydration (eq 1) appears to ...

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