Ag(I)/Lewis Acid Cooperatively Promoted Three-Component Coupling for Carbo-Heterofunctionalization of Alkenes

被引:5
|
作者
Tao, Yigao [1 ,2 ,3 ,4 ]
Hu, Rong [5 ,6 ]
Jie, Xiaoming [1 ]
Su, Weiping [1 ]
机构
[1] Chinese Acad Sci, Fujian Inst Res Struct Matter, State Key Lab Struct Chem, Ctr Excellence Mol Synth,Fujian Sci & Technol Inn, Fuzhou 350002, Peoples R China
[2] Univ Chinese Acad Sci, Beijing 100049, Peoples R China
[3] ShanghaiTech Univ, Sch Phys Sci & Technol, Shanghai 201210, Peoples R China
[4] Chinese Acad Sci, Shanghai Adv Res Inst, Shanghai 201210, Peoples R China
[5] Guizhou Univ, Sch Pharmaceut Sci, Guiyang 550025, Guizhou, Peoples R China
[6] Guizhou Univ, Guizhou Engn Lab Synthet Drugs, Guiyang 550025, Guizhou, Peoples R China
基金
中国国家自然科学基金;
关键词
alkene difunctionalization; Lewis acid catalyst; three-component coupling; radical oxidation; C(sp(3))-H conversion; ALKYL BROMIDES; GAMMA-LACTONES; FUNCTIONALIZATION; CARBOAMINATION; CATALYSTS; STYRENES; LIGHT; WATER;
D O I
10.1021/acscatal.2c04099
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A silver oxidant/Lewis acid catalyst cooperatively promoted three-component carbo-heterofunctionalization of alkenes is reported. A broad range of nucleophiles, including H2O, alcohols, and anilines, can combine with a variety of 1,3-dicarbonyl compounds or analogues as radical precursors to realize difunctionalization of various styrene derivatives. Interestingly, mechanistic investigations demonstrate that the Ag(I) complex of bidentate phosphine ligand quickly oxidizes the radical intermediate generated from the addition of initial radical across alkene double bonds to form carbocation intermediates, which may be the reason behind the excellent yields and high selectivity of such reactions.
引用
收藏
页码:12670 / 12677
页数:8
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