Photoredox Nickel-Catalyzed Coupling/Controllable Defluorination: Access to α-Fluoroarylacetic Amides and Acetates

被引:0
|
作者
Gao, Jie [1 ]
Yao, Pin-Pin [1 ]
He, Xian-Chen [1 ]
Ye, Zhi-Peng [2 ]
Liu, Yan-Ling [1 ]
Xiang, Hao-Yue [1 ]
Chen, Kai [1 ,3 ]
Yang, Hua [1 ,3 ]
机构
[1] Cent South Univ, Coll Chem & Chem Engn, Changsha 410083, Peoples R China
[2] Hainan Normal Univ, Coll Chem & Chem Engn, Key Lab Trop Med Resource Chem, Key Lab Trop Med Plant Chem Hainan Prov,Minist Edu, Haikou 571158, Hainan, Peoples R China
[3] Xiangjiang Lab, Changsha 410205, Peoples R China
基金
中国国家自然科学基金;
关键词
FLUORINATION;
D O I
10.1021/acs.orglett.5c00526
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Herein, an electron donor-acceptor complex (EDA)-enabled photoredox nickel-catalyzed coupling/controllable defluorination domino sequence has been successfully developed, providing an efficient route to a series of alpha-fluoroarylacetic esters and amides. This methodology accommodates a diverse array of commercially available aryl bromides and chlorodifluoroaryl carboxylic acid derivatives as suitable substrates. Preliminary mechanistic investigations suggest that the reaction is initiated by photoinduced EDA-enabled/nickel-catalyzed direct cross-electrophile coupling, with further defluorination proceeding through the generation of EDA complexes, facilitating a controllable reductive defluorination process.
引用
收藏
页码:2753 / 2757
页数:5
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