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Current Organic Synthesis

Editor-in-Chief

ISSN (Print): 1570-1794
ISSN (Online): 1875-6271

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

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

Volume 11 , Issue 2 , 2014

Page: [295 - 300] Pages: 6

DOI: 10.2174/1570179411666140123234712

Price: $65

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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