Issue 89, 2023

Photoredox-catalyzed C-heteroaryl glycosylation of biphenyl isocyanides with glycosyl bromides

Abstract

8,9-Dimethoxyphenanthridine derivatives, as potential antitumor drugs, need modification to improve their biocompatibility and water solubility. Reported here is a strategy to access C-heteroaryl glycosides by photoredox catalysis. C6-glycosylated phenanthridine derivatives are synthesized from biphenyl isocyanides and glycosyl bromides. The reaction conditions are mild and widely applicable, with anomeric α selectivity and good functional group tolerance.

Graphical abstract: Photoredox-catalyzed C-heteroaryl glycosylation of biphenyl isocyanides with glycosyl bromides

Supplementary files

Article information

Article type
Communication
Submitted
06 Aug 2023
Accepted
16 Oct 2023
First published
16 Oct 2023

Chem. Commun., 2023,59, 13336-13339

Photoredox-catalyzed C-heteroaryl glycosylation of biphenyl isocyanides with glycosyl bromides

Y. Jiao, X. Shi and S. Yu, Chem. Commun., 2023, 59, 13336 DOI: 10.1039/D3CC03812B

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