Visible-light-promoted radical cyclisation of unactivated alkenes in benzimidazoles: synthesis of difluoromethyl- and aryldifluoromethyl-substituted polycyclic imidazoles

被引：1

作者：

Pang, Yujun ^{[1
]}

Yan, Jinglan ^{[1
]}

Al-Maharik, Nawaf ^{[2
]}

Zhang, Qian ^{[1
]}

Fang, Zeguo ^{[1
]}

Li, Dong ^{[1
]}

机构：

[1] Hubei Univ Technol, New Mat & Green Mfg Talent Intro & Innovat Demonst, Wuhan 430068, Peoples R China

[2] Najah Natl Univ, Fac Sci, Dept Chem, Nablus, Palestine

来源：

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2025年 / 21卷

关键词：

cyclization; difluoromethylation; hypervalent iodine; polycyclic imidazole; visible light; GAMMA-LACTAM; FLUORINE;

D O I：

10.3762/bjoc.21.15

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient and eco-friendly approach for synthesizing difluoromethyl- and aryldifluoromethyl-substituted polycyclic imidazoles was established via a visible-light-promoted radical cyclization reaction. This method employed the readily accessible and inexpensive CF2HCO2H or PhCF2COOH, along with benzimidazoles bearing unactivated alkenes and PhI(OAc)2 as substrates, and proceeded without the need of any base, metal catalyst, photocatalyst or additive. In total, 24 examples were examined, and all of them successfully underwent cyclization reaction to produce the target products in good to excellent yields. Mechanistic studies revealed that the reaction proceeds via a radical pathway.

引用

页码：234 / 241

页数：8

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