Organic letters

Synthesis of a wide range of thioethers by indium triiodide catalyzed direct coupling between alkyl acetates and thiosilanes

Y Nishimoto, A Okita, M Yasuda, A Baba

Index: Nishimoto, Yoshihiro; Okita, Aya; Yasuda, Makoto; Baba, Akio Organic Letters, 2012 , vol. 14, # 7 p. 1846 - 1849

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Citation Number: 24

Abstract

An indium triiodide-catalyzed substitution of the acetoxy group in alkyl acetates with thiosilanes provides access to a variety of thioethers. The method is efficient for a wide scope of acetates such as primary alkyl, secondary alkyl, tertiary alkyl, allylic, benzylic, and propargylic acetates.

~77%

~43%

~89%

~87%

~92%

~43%

~72%

~85%

~73%

~58%

~81%

~87%

~69%

~65%

~64%

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