Issue 41, 2022

Pd-catalyzed functionalization of benzo-2,1,3-thiadiazole at the C-5-position using 1-thiosugars

Abstract

An efficient and unprecedented S-glycosylation reaction of benzo-2,1,3-thiadiazole at the C-5-position using a Pd-G3 Xantphos palladacycle precatalyst has been described. This methodology showed a high functional group tolerance to the electrophilic partner and can be successfully applied to a variety of β-mono- and di-thiosugar derivatives. A series of thioglycoside derivatives from benzo-2,1,3-thiadiazole were prepared in good to excellent yields under mild and operationally simple reaction conditions.

Graphical abstract: Pd-catalyzed functionalization of benzo-2,1,3-thiadiazole at the C-5-position using 1-thiosugars

Supplementary files

Article information

Article type
Paper
Submitted
04 Jul 2022
Accepted
11 Sep 2022
First published
19 Sep 2022

New J. Chem., 2022,46, 19785-19789

Pd-catalyzed functionalization of benzo-2,1,3-thiadiazole at the C-5-position using 1-thiosugars

B. F. Santos, B. A. L. Silva and N. L. C. Domingues, New J. Chem., 2022, 46, 19785 DOI: 10.1039/D2NJ03298H

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