Asymmetric Propargylic Radical Cyanation Enabled by Dual Organophotoredox and Copper Catalysis

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成果类型：

期刊论文

作者：

Lu, Fu-Dong;Liu, Dan;Zhu, Lei;Lu, Liang-Qiu*;Yang, Qian;...

通讯作者：

Lu, Liang-Qiu;Xiao, Wen-Jing;Lan, Yu

作者机构：

[Lu, Fu-Dong; Lu, LQ; Xiao, WJ; Lu, Liang-Qiu; Xiao, Wen-Jing; Zhou, Quan-Quan; Wei, Yi; Liu, Dan] Cent China Normal Univ, CCNU uOttawa Joint Res Ctr, Key Lab Pesticide & Chem Biol, Minist Educ,Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.

[Zhu, Lei; Lan, Yu] Chongqing Univ, Sch Chem & Chem Engn, Chongqing 400030, Peoples R China.

[Yang, Qian] Huazhong Univ Sci & Technol, Sch Chem & Chem Engn, 1037 Luoyu Rd, Wuhan 430074, Hubei, Peoples R China.

[Xiao, Wen-Jing] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China.

通讯机构：

[Lu, LQ; Xiao, WJ; Lan, Yu; Xiao, Wen-Jing] C

Cent China Normal Univ, CCNU uOttawa Joint Res Ctr, Key Lab Pesticide & Chem Biol, Minist Educ,Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.

Chongqing Univ, Sch Chem & Chem Engn, Chongqing 400030, Peoples R China.

Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China.

语种：

英文

期刊：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

ISSN：

0002-7863

年：

2019

卷：

141

期：

页码：

6167-6172

DOI：

10.1021/jacs.9b02338

基金类别：

National Science Foundation of ChinaNational Natural Science Foundation of China (NSFC) [21822103, 21820102003, 21822303, 21772052, 21772053, 21572074, 21472057]; Program of Introducing Talents of Discipline to Universities of China (111 Program) [B17019]; Natural Science Foundation of Hubei ProvinceNatural Science Foundation of Hubei Province [2017AHB047]; International Joint Research Center for Intelligent Biosensing Technology and Health

机构署名：

本校为第一且通讯机构

院系归属：

化学学院

摘要：

The first asymmetric propargylic radical cyanation was realized through a dual photoredox and copper catalysis. An organic photocatalyst serves to both generate propargyl radicals and oxidize Cu(I) species to Cu(II) species. A chiral Cu complex functions as an efficient organometallic catalyst to resemble the propargyl radical and cyanide in an enantio-controlled manner. Thus, a diverse range of optically active propargyl cyanides were produced with high reaction efficiency and enantioselectivities (28 examples, 57-97% yields and 83-98% ee). Moreover, mechanistic investigations including exper...

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Asymmetric Propargylic Radical Cyanation Enabled by Dual Organophotoredox and Copper Catalysis

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