Enantioselective Reductive Cross-Coupling of Aryl/Alkenyl Bromides with Benzylic Chlorides via Photoredox/Biimidazoline Nickel Dual Catalysis

被引：33

作者：

Li, Tongtong ^{[1
]}

Cheng, Xiaokai ^{[1
]}

Lu, Jiamin ^{[1
]}

Wang, Huifeng ^{[1
,3
]}

Fang, Qun ^{[1
,2
,3
]}

Lu, Zhan ^{[1
,2
]}

机构：

[1] Zhejiang Univ, Dept Chem, 866 Yuhangtang Rd, Hangzhou 310058, Zhejiang, Peoples R China

[2] Zhengzhou Univ, Coll Chem, Zhengzhou 450001, Henan, Peoples R China

[3] Zhejiang Univ, Hangzhou Innovat Ctr, Hangzhou 311200, Zhejiang, Peoples R China

来源：

CHINESE JOURNAL OF CHEMISTRY | 2022年 / 40卷 / 09期

基金：

国家重点研发计划;

关键词：

Cross-coupling; Photocatalysis; Enantioselectivity; Stereoselectivity; Biimidazoline; SINGLE-ELECTRON TRANSMETALATION; TRANSFER HYDROGENATION; HANTZSCH ESTERS; PHOTOREDOX; HALIDES; REAGENTS;

D O I：

10.1002/cjoc.202100819

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Comprehensive Summary The asymmetric reductive arylation and alkenylation of benzylic chloride under photoredox/nickel dual catalysis using chiral biimidazoline (BiIm) ligand is reported to access 1,1-diaryl alkanes and aryl allylic compounds with good yield as well as stereo- and enantioselectivities. This protocol uses more commercially available and less expensive C(sp(2))-Br as the electrophile coupling partner. A primary result using alkenyl chloride and alkyl chloride is also reported. Various functional groups are tolerated and the applications of this method are investigated by late-stage functionalization and gram-scale reaction.

引用

页码：1033 / 1038

页数：6

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