Login

Journal Image
Current Organic Synthesis
ISSN (Print): 1570-1794
ISSN (Online): 1875-6271
Epub Full Text Article
DOI: 10.2174/1570179411666140123234712      Price:  $95









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

img
Author(s): Rong Lu, Saori Itabashi, Naoki Enjo and Tetsuo Miyakoshi
Abstract:
A series of sulfides were 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 is 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
Affiliation:
Department of Applied Chemistry, School of Science and Technology, Meiji University, 1-1-1 Higashi-mita, Tama-ku, Kawasaki-shi, 214-8571, Japan.