S-alkyl chlorothioformates from xanthates

AM Gade, CJ Abelt

Index: Gade, Alexandra M.; Abelt, Christopher J. Synthesis, 2007 , # 14 p. 2097 - 2099

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Citation Number: 3

Abstract

The proposed mechanism for the transformation is indicated in Scheme [1] . The Vilsmeier reagent 2 was necessary for the reaction to go to completion rapidly (ca. 3 h). Other common chlorinating agents [eg SOCl 2 , (ClCO) 2 , POCl 3 , and PCl 5 ] either gave no reaction or much slower conversion. In fact, only phosphorus pentachloride (PCl 5 ) gave greater than 10% conversion over one day, and its conversion was still incomplete (ca. 75%) after 18 hours. Indeed, ...