可见光诱导2-异氰基和糖基NHP酯的糖基化/环化以获得非经典杂芳基c -糖苷

IF 3.6 2区化学 Q1 CHEMISTRY, ORGANIC

Journal of Organic Chemistry Pub Date : 2025-01-13 DOI:10.1021/acs.joc.4c02528

Guanghui Lv, Yangyang Wang, Penghua Zhang, Yafei Zhu, Mi Wang, Zhaohui Ma, Cuimei Zhang, Jian Chen, Li Guo, Yong Wu

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引用次数: 0

摘要

建立了一种光氧化促进的 2-异氰基芳基和糖基 NHP 酯的级联糖基化/环化反应，用于合成非经典杂芳基 C-糖苷。这种方法的特点是反应体系极其简单、非对映选择性高、官能团耐受性好。与传统方法相比，这种创新方法避免了对高温、过渡金属和光催化剂的需求，提供了一种环保高效的方案。

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Visible-Light-Induced Glycosylation/Annulation of 2-Isocyanobiaryls and Glycosyl NHP Esters to Access Nonclassical Heteroaryl C-Glycosides

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Visible-Light-Induced Glycosylation/Annulation of 2-Isocyanobiaryls and Glycosyl NHP Esters to Access Nonclassical Heteroaryl C-Glycosides

A photoredox-promoted cascade glycosylation/cyclization reaction of 2-isocyanobiaryls and glycosyl NHP esters was established for the synthesis of nonclassical heteroaryl C-glycosides. This methodology is characterized by an exceedingly simple reaction system, high diastereoselectivity, and good functional group tolerance. In contrast to traditional strategies, this innovative approach circumvents the need for high temperature, transition metal, and photocatalyst, offering an environmentally friendly and efficient protocol.

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来源期刊

Journal of Organic Chemistry 化学-有机化学

CiteScore

6.20

自引率

11.10%

发文量

1467

审稿时长

2 months

期刊介绍： Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.