Nickel-Catalyzed Cross-Electrophile Coupling Reactions between Allylic Acetates and gem-Difluorovinyl Tosylate

被引:3
|
作者
He, Xiaochun [1 ,2 ,3 ]
Liu, Jiangjun [1 ,2 ,3 ]
Chen, Gang [1 ,2 ,3 ]
Xiong, Baojian [1 ,2 ,3 ]
Xiao, Xue [1 ,2 ,3 ]
Chen, Lei [1 ,2 ,3 ]
Zhang, Xuemei [1 ,2 ,3 ]
Dong, Lin [1 ,2 ,3 ]
Ma, Xuelei [1 ,2 ,3 ]
Lian, Zhong [1 ,2 ,3 ]
机构
[1] Sichuan Univ, West China Sch Pharm, West China Hosp, Chengdu 610041, Sichuan, Peoples R China
[2] Sichuan Univ, State Key Lab Biotherapy, West China Hosp, Chengdu 610041, Sichuan, Peoples R China
[3] Sichuan Univ, Canc Ctr, West China Hosp, Chengdu 610041, Sichuan, Peoples R China
基金
中国国家自然科学基金;
关键词
DIAZO-COMPOUNDS; DIFLUOROOLEFINATION; GENERATION; HALIDES; TMSCF3; ZINC;
D O I
10.1021/acs.orglett.2c01245
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A nickel-catalyzed cross-electrophile coupling of allylic acetates and gem-difluorovinyl tosylate is presented, which first achieves allylic gem-difluoroolefins via C(sp(3))-C(sp(2)) cross-electrophile coupling. In addition, this protocol was performed under mild reaction conditions, affording a variety of allylic gem-difluorovinyl arenes in moderate to good yields. Moreover, both linear and branched allylic acetate could produce a linear cross-coupling product exclusively. Mechanistic studies reveal that the reaction involves two different Ni(0)/Ni(II) catalytic cycles.
引用
收藏
页码:3538 / 3543
页数:6
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