Mechanism and Method for Synthesis of Sulfides by Thiol-disulfide Exchange Reaction

Author(s): Rong Lu, Saori Itabashi, Naoki Enjo, Tetsuo Miyakoshi.

Journal Name:Current Organic Synthesis

Volume 11 , Issue 2 , 2014

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Abstract:

A series of sulfides was successfully synthesized by a thiol-disulfide exchange reaction using disulfides as the reactive substance. After cleavage of S-S bonds by ammonium thioglycolate catalysis, Michael addition reactions were performed using various acceptors in one-pot. The catalyzed-reaction mechanism has been discussed based on the by-products. In addition, 2,3H-1,5- benzothiazepines were also successfully synthesized from 2,3H-1,5-benzothiazepine-4(5H)-one with satisfactory yields using Lawesson’s reagent.

Keywords: Ammonium thioglycolate, benzothiazepine, sulfide, synthesis.

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Article Details

VOLUME: 11
ISSUE: 2
Year: 2014
Page: [295 - 300]
Pages: 6
DOI: 10.2174/1570179411666140123234712
Price: $58