Issue 43, 2021

Iodide-promoted transformations of imidazopyridines into sulfur-bridged imidazopyridines or 1,2,4-thiadiazoles

Abstract

A NaI-promoted sequential double carbonsulfur bond formation was developed to afford sulfur-bridged imidazopyridines, using Deoxofluor as the sulfur source and requiring only 15 min at room temperature. Using this process, imidazo[1,5-a]pyridines could also be transformed to 1,2,4-thiadiazoles in the presence of ammonium salt with the formation of both carbonsulfur and nitrogensulfur bonds. This mechanistically unique method is distinguished by its wide substrate scope, lack of requirement for transition metals and mild conditions.

Graphical abstract: Iodide-promoted transformations of imidazopyridines into sulfur-bridged imidazopyridines or 1,2,4-thiadiazoles

Supplementary files

Article information

Article type
Communication
Submitted
25 Feb 2021
Accepted
26 Apr 2021
First published
27 Apr 2021

Chem. Commun., 2021,57, 5338-5341

Iodide-promoted transformations of imidazopyridines into sulfur-bridged imidazopyridines or 1,2,4-thiadiazoles

S. Ma, X. Zhu, J. Xu, Y. Li, X. Zhang, C. Feng and Y. Yan, Chem. Commun., 2021, 57, 5338 DOI: 10.1039/D1CC01044A

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