Iodine-catalyzed intermolecular hydroamination of vinyl arenes

被引:16
|
作者
Yadav, J. S. [1 ]
Reddy, B. V. Subba [1 ]
Rao, T. Srinivasa [1 ]
Krishna, B. Bala M. [1 ]
机构
[1] Indian Inst Chem Technol, Div Organ Chem, Hyderabad 500007, Andhra Pradesh, India
关键词
Hydroamination; Vinyl arenes; Molecular iodine; Sulfonamides; ONE-POT SYNTHESIS; MOLECULAR-IODINE; MARKOVNIKOV HYDROAMINATION; ALKENES; VINYLARENES; HYDROARYLATION; SULFONAMIDES; DERIVATIVES; ANILINES; REAGENT;
D O I
10.1016/j.tetlet.2009.07.010
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The vinyl arenes undergo smooth hydroamination with sulfonamides in the presence of 10 mol% of iodine to furnish tosyl and mesyl-protected secondary amines in excellent yields ill Short reaction times. The use of inexpensive and readily available molecular iodine makes this method quite simple, more convenient, and practical. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5351 / 5353
页数:3
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