Light-Induced Metal-Free Catalyzed C–H Alkylation of (Iso)Quinolines

Qing Wang; Guangyao Mei; Zi Jin Luo; Xiaotong Sun; Jianquan Weng; Guofu Zhang

doi:10.1055/a-2510-0519

Synlett, Table of Contents

Synlett 2025; 36(09): 1267-1271
DOI: 10.1055/a-2510-0519

letter

Light-Induced Metal-Free Catalyzed C–H Alkylation of (Iso)Quinolines

Qing Wang

^aCollege of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014, P. R. of China

,

Guangyao Mei

^bZhejiang Hongyuan Pharmaceutical Co., Ltd., Taizhou, 317016, P. R. of China

,

Zi Jin Luo

^aCollege of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014, P. R. of China

,

Xiaotong Sun

^aCollege of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014, P. R. of China

,

Jianquan Weng∗

^aCollege of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014, P. R. of China

,

Guofu Zhang∗

^aCollege of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014, P. R. of China

› Author Affiliations

Abstract

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Abstract

A new method for preparing alkylated (iso)quinolines with substituted (iso)quinolines and alkanes as substrates, PIFA as an oxidant, and Rose bengal as a photosensitizer under 50 W light irradiation is proposed. Diverse structures were shown to be tolerated under optimal conditions, and a series of alkylated products were obtained in the desired yields. Compared with previous reactions using aldehydes and carboxylic acids as carbon sources, this method uses simple alkanes as carbon sources, offering good chemical stability and high atom economy.

Key words

(iso)quinolines - cycloalkanes/straight alkanes - visible light - alkylation - Rose bengal

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References

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