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

被引：84

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

页码：1207 / 1210

页数：4

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