邻苯二胺和亚砜酰化糖试剂可切换合成苯并咪唑/喹啉c -糖苷

IF 4.2 2区化学 Q2 CHEMISTRY, MULTIDISCIPLINARY

Chemical Communications Pub Date : 2025-07-11 DOI:10.1039/d5cc02719e

Deng-Yin Liu , Xin-Yue Hu , Cong-Zhen Zhang , Miao-Miao Wen , Xiao-Xi Ren , Xu-Ge Liu

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引用次数: 0

摘要

介绍了一种合成苯并咪唑类/喹诺啉类c -糖苷的新方法。该多用途催化体系通过[OsCl2（对花香烃）]2和AgSbF6催化剂，促进邻苯二胺与羰基亚砜酰化糖试剂在温和条件下选择性生成2-糖苷类喹啉和2-糖苷类苯并咪唑。该工艺适应性强，因为它可以通过适应广泛的糖供体来产生多种杂芳烃c -糖苷。由于其良好的官能团相容性，温和的反应条件和广泛的底物范围，它也是理想的修饰化合物，如伐尼克兰。

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Switchable synthesis of benzimidazole/quinoxaline C-glycosides with o-phenylenediamines and sulfoxonium ylide glyco-reagents†

A novel switchable approach for the synthesis of benzimidazole/quinoxaline C-glycosides is introduced. This versatile catalytic system facilitates the reaction of o-phenylenediamines with carbonyl sulfoxonium ylide glyco-reagents under mild conditions to selectively form 2-glycoside quinoxalines and 2-glycoside benzimidazoles, through [OsCl₂(p-cymene)]₂ and AgSbF₆ catalysts, respectively. The process is adaptable as it can generate a variety of heteroarene C-glycosides by accommodating a wide range of sugar donors. It is also ideal for the modification of compounds like varenicline due to its excellent functional group compatibility, mild reaction conditions, and wide substrate range.

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来源期刊

Chemical Communications 化学-化学综合

CiteScore

8.60

自引率

4.10%

发文量

2705

审稿时长

1.4 months

期刊介绍： ChemComm (Chemical Communications) is renowned as the fastest publisher of articles providing information on new avenues of research, drawn from all the world''s major areas of chemical research.