Visible-light-induced synthesis of heteroaryl C-glycosides via decarboxylative C–H glycosylation

Cuimei Zhang; Dongqin He; Zhaohui Ma; Mi Wang; Yafei Zhu; Yan Liu; Jian Chen; Guanghui Lv; Yong Wu

doi:10.1039/D4CC01328J

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Visible-light-induced synthesis of heteroaryl C-glycosides via decarboxylative C–H glycosylation†

Cuimei Zhang,^a Dongqin He,^c Zhaohui Ma,^b Mi Wang,^a Yafei Zhu,^a Yan Liu,^c Jian Chen,^a Guanghui Lv*^ab and Yong Wu

*^a

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* Corresponding authors

^a Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry, Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, No. 17 Southern Renmin Road, Chengdu, Sichuan 610041, People's Republic of China
E-mail: wyong@scu.edu.cn

^b Department of Pharmacy, Hubei Provincial Clinical Research Center for Umbilical Cord Blood Hematopoietic Stem Cells, Taihe Hospital, Hubei University of Medicine, Shiyan, Hubei 442000, China
E-mail: lvguanghui0725@163.com

^c Department of Pediatrics, Hubei Provincial Clinical Research Center for Umbilical Cord Blood Hematopoietic Stem Cells, Taihe Hospital, Hubei University of Medicine, Shiyan, Hubei 442000, China

Abstract

A photoredox promoted decarboxylative C–H glycosylation has been developed for the synthesis of heteroaryl C-glycosides. This methodology is characterized by its exceedingly simple reaction system, high diastereoselectivity and good functional group tolerance. Moreover, this innovative approach circumvents the need for high temperatures, transition metals, and photocatalysts, providing an environmentally friendly, straightforward, and efficient protocol.

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Article information

DOI: https://doi.org/10.1039/D4CC01328J
Article type: Communication
Submitted: 22 Mar 2024
Accepted: 29 Apr 2024
First published: 16 May 2024

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Chem. Commun., 2024,60, 5860-5863

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Visible-light-induced synthesis of heteroaryl C-glycosides via decarboxylative C–H glycosylation

C. Zhang, D. He, Z. Ma, M. Wang, Y. Zhu, Y. Liu, J. Chen, G. Lv and Y. Wu, Chem. Commun., 2024, 60, 5860 DOI: 10.1039/D4CC01328J

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Chemical Communications

Visible-light-induced synthesis of heteroaryl C-glycosides via decarboxylative C–H glycosylation†

Abstract

Supplementary files

Article information

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Visible-light-induced synthesis of heteroaryl C-glycosides via decarboxylative C–H glycosylation

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