Palladium-Catalyzed ortho-Selective C-H Fluorination of Oxalyl Amide-Protected Benzylamines

被引：42

作者：

Chen, Changpeng ^{[1
]}

Wang, Chao ^{[1
]}

Zhang, Jingyu ^{[2
,3
]}

Zhao, Yingsheng ^{[1
]}

机构：

[1] Soochow Univ, Coll Chem Chem Engn & Mat Sci, Key Lab Organ Synth Jiangsu Prov, Suzhou 215123, Peoples R China

[2] Soochow Univ, Coll Phys Optoelect & Energy, Suzhou 215006, Peoples R China

[3] Soochow Univ, Collaborat Innovat Ctr Suzhou Nano Sci & Technol, Suzhou 215006, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 80卷 / 02期

基金：

中国国家自然科学基金;

关键词：

COPPER-MEDIATED FLUORINATION; REDUCTIVE ELIMINATION; BOND FORMATION; ARYL; C(SP(2))-H; CONVERSION; AUXILIARY; MECHANISM; DELTA;

D O I：

10.1021/jo502365b

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel and efficient synthetic method for o-fluorobenzylamines via palladium catalyst using an easily accessible oxalyl amide as directing group has been developed. The cheap N-fluorobenzenesulfonimide could be used as an effective [F+] source and t-amyl-OH as the solvent with Pd(OAc)(2) as catalyst. Selective mono- or difluorination of oxalyl amide-protected benzylamine derivatives were achieved by modifying the reaction conditions, which presented an efficient method for the preparation of ortho-fluorinated benzylamines.

引用

页码：942 / 949

页数：8

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