Copper-catalyzed oxidative trifluoromethylation of benzylic sp3 C-H bond adjacent to nitrogen in amines

被引:49
|
作者
Mitsudera, Hiromasa [1 ,2 ,3 ]
Li, Chao-Jun [1 ,2 ]
机构
[1] McGill Univ, Dept Chem, Montreal, PQ H3A 2K6, Canada
[2] McGill Univ, FQRNT Ctr Green Chem & Catalysis, Montreal, PQ H3A 2K6, Canada
[3] Sumitomo Chem Co Ltd, Agr Chem Res Lab, Takarazuka, Hyogo 665, Japan
基金
加拿大自然科学与工程研究理事会;
关键词
C-H functionalization; Copper-catalyzed; Fluorination; Oxidative coupling; Heterocycle; N-TERT-BUTANESULFINIMINES; NUCLEOPHILIC TRIFLUOROMETHYLATION; SELECTIVE INHIBITORS; CARBONYL-COMPOUNDS; SYNTHETIC METHODS; TRIMETHYL(TRIFLUOROMETHYL)SILANE; (TRIFLUOROMETHYL)TRIMETHYLSILANE; TRIFLUOROMETHYLTRIMETHYLSILANE; ALDIMINES; FLUORINE;
D O I
10.1016/j.tetlet.2011.02.038
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Copper-catalyzed trifluoromethylation via oxidative sp(3) C-H activation at the alpha-position of nitrogen in tetrahydroisoguinoline derivatives using DDQ and Ruppert-Prakash reagent has been successfully achieved. The reaction of various amines gave the corresponding trifluoromethylated products in 15-90% yields under mild conditions. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1898 / 1900
页数:3
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