Issue 46, 2021

Double C–S bond formation via multiple Csp3–H bond cleavage: synthesis of 4-hydroxythiazoles from amides and elemental sulfur under metal-free conditions

Abstract

A novel and efficient approach for the synthesis of 4-hydroxythiazoles from amides and elemental sulfur has been developed. In the presence of P2O5, DMSO and HMPA, this metal-free protocol proceeds smoothly and tolerates a spectrum of functional groups. Furthermore, this strategy involves the process of double Csp3–S bond formation through the cleavage of multiple Csp3–H bonds for the first time.

Graphical abstract: Double C–S bond formation via multiple Csp3–H bond cleavage: synthesis of 4-hydroxythiazoles from amides and elemental sulfur under metal-free conditions

Supplementary files

Article information

Article type
Communication
Submitted
11 Oct 2021
Accepted
03 Nov 2021
First published
08 Nov 2021

Org. Biomol. Chem., 2021,19, 10068-10072

Double C–S bond formation via multiple Csp3–H bond cleavage: synthesis of 4-hydroxythiazoles from amides and elemental sulfur under metal-free conditions

L. Chen, X. Xuchen, F. Wang, Y. Yang, G. Deng, Y. Liu and Y. Liang, Org. Biomol. Chem., 2021, 19, 10068 DOI: 10.1039/D1OB01989A

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