Synthesis 2016; 48(24): 4459-4464
DOI: 10.1055/s-0036-1588070
paper
© Georg Thieme Verlag Stuttgart · New York

PIFA-Mediated Synthesis of Acylsulfenic Acid Alkyl Esters and Benzoyl Alkyl Disulfides from Thioacids

Chia-Hsuan Tsai
a   Department of Chemistry, National Chung Hsing University, Taichung, 402, Taiwan, R.O.C.   Email: cfalee@dragon.nchu.edu.tw
,
Daggula Mallikarjuna Reddy
a   Department of Chemistry, National Chung Hsing University, Taichung, 402, Taiwan, R.O.C.   Email: cfalee@dragon.nchu.edu.tw
,
Ping-An Hsieh
a   Department of Chemistry, National Chung Hsing University, Taichung, 402, Taiwan, R.O.C.   Email: cfalee@dragon.nchu.edu.tw
,
Yi-Chen Liu
a   Department of Chemistry, National Chung Hsing University, Taichung, 402, Taiwan, R.O.C.   Email: cfalee@dragon.nchu.edu.tw
,
Mohanraj Kandasamy
b   Department of Medicinal and Applied Chemistry, Kaohsiung Medical University, Kaohsiung, 806, Taiwan, R.O.C.   Email: wylin@kmu.edu.tw
,
Wei-Yu Lin*
b   Department of Medicinal and Applied Chemistry, Kaohsiung Medical University, Kaohsiung, 806, Taiwan, R.O.C.   Email: wylin@kmu.edu.tw
,
Chin-Fa Lee*
a   Department of Chemistry, National Chung Hsing University, Taichung, 402, Taiwan, R.O.C.   Email: cfalee@dragon.nchu.edu.tw
› Author Affiliations
Further Information

Publication History

Received: 06 July 2016

Accepted after revision: 17 August 2016

Publication Date:
28 September 2016 (online)


Abstract

A simple and convenient approach for the synthesis of acylsulfenic acid alkyl esters and benzoyl alkyl disulfides from thiobenzoic acids is described. This reaction uses commercially available [bis(trifluoroacetoxy)iodo]benzene (PIFA) as an oxidant under mild reaction conditions.

Supporting Information