Nickel-Catalyzed Enantioselective Dearomative Heck-Reductive Allylic Defluorination Reaction of Indoles

被引：13
作者：
Hu, Yuan-Yuan [1 ]
Xu, Xiao-Qiu [1 ]
Deng, Wei-Chao [1 ]
Liang, Ren-Xiao [1 ]
Jia, Yi-Xia [1 ,2 ]
机构：
[1] Zhejiang Univ Technol, Coll Chem Engn, State Key Lab Breeding Base Green Chem Synth Techn, Hangzhou 310014, Peoples R China
[2] Chinese Acad Sci, State Key Lab Organometall Chem, Shanghai Inst Organ Chem, Shanghai 200032, Peoples R China
来源：
ORGANIC LETTERS | 2023年
基金：
中国国家自然科学基金;
关键词：
ASYMMETRIC DEAROMATIZATION; C-F; ARYLATION;
D O I：
10.1021/acs.orglett.3c02092
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Herein, we describe a nickel-catalyzedasymmetric dearomativearyl-difluoroallylationreaction of indoles with & alpha;-trifluoromethyl alkenes as an electrophiliccoupling partner. The reaction proceeds via a cascade sequence involvingdearomative Heck cyclization and reductive allylic defluorination.A series of gem-difluoroallyl substituted indolinesare obtained in moderate to good yields (36-77% yield) withexcellent enantioselectivity (up to 99% ee). The reaction featuresbroad functional group tolerance, scaled-up synthesis, and late-stagediversification.
引用
收藏
页码：6122 / 6127
页数：6
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