Issue 21, 2022

A stepwise one-pot synthesis of aliphatic thiols and their derivatives from acrylamides and sulfur

Abstract

Elemental sulfur enables the convenient formation of C–S bonds and the direct incoporation of S–S bonds. The reactivity of easily accessible electron deficient alkenes towards sulfur, however, is barely disclosed. Herein, we investigated the reactivity of acrylamides with sulfur and eventually developed a new pseudo-multicomponent reaction for the preparation of polysulfides. Sequential one-pot reduction led to diversely substituted thiols. Additional third stage one-pot modifications provided thioethers, unsymmetric disulfide and thioester.

Graphical abstract: A stepwise one-pot synthesis of aliphatic thiols and their derivatives from acrylamides and sulfur

Supplementary files

Article information

Article type
Paper
Submitted
16 Mar 2022
Accepted
06 May 2022
First published
07 May 2022
This article is Open Access
Creative Commons BY-NC license

Org. Biomol. Chem., 2022,20, 4361-4368

A stepwise one-pot synthesis of aliphatic thiols and their derivatives from acrylamides and sulfur

A. Gy. Németh, R. Szabó, K. Németh, G. M. Keserű and P. Ábrányi-Balogh, Org. Biomol. Chem., 2022, 20, 4361 DOI: 10.1039/D2OB00512C

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