Rapid and convenient thioester synthesis under phase-transfer catalysis conditions

C Simion, I Hashimoto, Y Mitoma…

Index: Simion, Cristian; Hashimoto, Iwao; Mitoma, Yoshiharu; Simion, Alina Marieta; Egashira, Naoyoshi Phosphorus, Sulfur and Silicon and the Related Elements, 2010 , vol. 185, # 12 p. 2480 - 2488

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Abstract

Various thioesters were obtained through an efficient phase-transfer catalysis method, by treating several thiophenols with different acyl chlorides, in a biphasic system composed of 10% aqueous NaOH and dichloromethane in the presence of tetrabutylammonium chloride. The thiolation reaction was complete in only 5 minutes, at 0° C.

~85%

~95%

~95%

~99%

~92%

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