Copper-Catalyzed Late-Stage Benzylic C(sp3)-H Trifluoromethylation

被引：99

作者：

Xiao, Haiwen ^{[1
]}

Liu, Zhonglin ^{[1
]}

Shen, Haigen ^{[1
]}

Zhang, Benxiang ^{[1
]}

Zhu, Lin ^{[1
]}

Li, Chaozhong ^{[1
,2
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Organ Chem, Ctr Excellence Mol Synth, Key Lab Organofluorine Chem, 345 Lingling Rd, Shanghai 200032, Peoples R China

[2] Ningbo Univ Technol, Sch Mat & Chem Engn, 201 Fenghua Rd, Ningbo 315211, Zhejiang, Peoples R China

来源：

CHEM | 2019年 / 5卷 / 04期

基金：

中国国家自然科学基金;

关键词：

C-H BONDS; FLUORINATION; ACID; PERFLUOROALKYLATION; DERIVATIVES; DISCOVERY; ALKENES; REAGENT; POTENT; POLAR;

D O I：

10.1016/j.chempr.2019.02.006

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Direct trifluoromethylation of C(sp(3))-H bonds, especially in late stages, remains a formidable challenge. Herein, we describe the copper-catalyzed benzylic C(sp(3))-H trifluoromethylation. With Cu(I) or Cu(II) as the catalyst, (bpy) Zn(CF3)(2) (bpy = 2,2'-bipyridine) as the CF3 source, and NFSI (or Selectfluor) as the oxidant, site-selective benzylic C(sp(3))-H trifluoromethylation is successfully implemented in high efficiency under mild conditions. The protocol not only exhibits broad substrate scope and wide functional-group compatibility but also allows efficient late-stage C(sp(3))-H trifluoromethylation of natural products or drug derivatives.

引用

页码：940 / 949

页数：10

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