Title:Mechanism and Method for Synthesis of Sulfides by Thiol-disulfide Exchange Reaction
Volume: 11
Issue: 2
Author(s): Rong Lu, Saori Itabashi, Naoki Enjo and Tetsuo Miyakoshi
Affiliation:
Keywords:
Ammonium thioglycolate, benzothiazepine, sulfide, synthesis.
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.
