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

被引：41
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
收藏
页码：942 / 949
页数：8
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