Visible‐Light‐Induced Three‐Component Alkylpyridylation of Alkenes Enabled by Electron Donor‐Acceptor Complex

Author:

Shen Jiaxuan1ORCID,Chen Meijun1,Li Jincan1,Chen Yimin1

Affiliation:

1. Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals State Key Laboratory of Antiviral Drugs School of Chemistry and Chemical Engineering Henan Normal University Xinxiang Henan 453007 People's Republic of China

Abstract

AbstractVisible‐light‐induced difunctionalization of alkenes is a powerful strategy for constructing complex molecules. Herein, we disclose a three‐component 1,2‐alkylpyridylation of alkenes under mild and photosensitizers‐free conditions. UV‐vis absorption spectroscopy studies and NMR titration experiments indicate that the formation of an EDA complex between 4‐alkyl‐DHPs and 4‐cyanopyridines. Primary, secondary, and tertiary C(sp3)‐centered radicals were formed by homolytic cleavage of 4‐alkyl‐DHPs. Gram‐scale synthesis and late‐stage functionalization of medicinally relevant molecules showed the synthetic potential of our methodology.

Funder

Natural Science Foundation of Henan Province

Publisher

Wiley

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