Palladium-Catalyzed Intermolecular Ditrifluoromethoxylation of Unactivated Alkenes: CF3O-Palladation Initiated by Pd(IV)

被引：82
作者：
Chen, Chaohuang [1 ]
Luo, Yixin [2 ]
Fu, Liang [1 ]
Chen, Pinhong [1 ]
Lan, Yu [2 ]
Liu, Guosheng [1 ]
机构：
[1] Univ Chinese Acad Sci, Chinese Acad Sci, Shanghai Inst Organ Chem, Ctr Excellence Mol Synth,State Key Lab Organometa, 345 Lingling Rd, Shanghai 200032, Peoples R China
[2] Chongqing Univ, Sch Chem & Chem Engn, Chongqing 400030, Peoples R China
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2018年 / 140卷 / 04期
关键词：
DIRECT TRIFLUOROMETHOXYLATION; CIS-AMINOPALLADATION; FLUORINATION; DIFUNCTIONALIZATION; COPPER; TRIFLUOROMETHYLATION; AMINOACETOXYLATION; FUNCTIONALIZATION; REACTIVITY; AMINATION;
D O I：
10.1021/jacs.7b11470
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A novel palladium-catalyzed intermolecular ditrifluoromethoxylation of unactivated alkenes has been developed, using a new electrophilic reagent, SelectfluorcN, as a strong oxidant, and AgOCF3 as a trifluoromethoxide source. Preliminary mechanistic studies revealed that the reaction was possibly initiated by Pd(IV) species, and an unusual cis-addition of CF3O-Pd(IV) into the double bond leads to the formation of the first C-OCF3 bond; in addition, the second C-OCF3 bond was produced through reductive elimination at high-valent palladium center.
引用
收藏
页码：1207 / 1210
页数：4
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