A convenient approach towards 2-and 3-aminobenzo[b]thiophenes

被引：24
|
作者：
Androsov, Dmitry A. [1 ,2 ]
Solovyev, Andrey Y. [2 ]
Petrov, Mikhail L. [1 ]
Butcher, Ray J. [3 ]
Jasinski, Jerry P. [4 ]
机构：
[1] Str Petersburg State Inst Technol, Dept Organ Chem, St Petersburg 190013, Russia
[2] Bowling Green State Univ, Ctr Photochem Sci, Bowling Green, OH 43403 USA
[3] Howard Univ, Dept Chem, Washington, DC 20059 USA
[4] Keene State Coll, Dept Chem, Keene, NH 03435 USA
来源：
TETRAHEDRON | 2010年 / 66卷 / 13期
关键词：
PALLADIUM-CATALYZED AMINATION; WILLGERODT-KINDLER REACTION; ESTROGEN-RECEPTOR MODULATORS; ONE-POT SYNTHESIS; SECONDARY-AMINES; 1,2,3-THIADIAZOLES; EFFICIENT; DERIVATIVES; MECHANISM; BASE;
D O I：
10.1016/j.tet.2010.01.069
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Reaction of 1-(2-chloro-5-nitrophenyl)ethanone via Willgerodt-Kindler route with primary or secondary amines and Sulfur allows a simple, efficient one-pot synthesis of 3-aminobenzo[b]thiophenes. Base-catalyzed transformation of 4-(2-chloro-5-nitrophenyl)-1,2,3-thiadiazole in the presence of primary and secondary amines offers a convenient approach towards 2-aminobenzo[b]thiophenes. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码：2474 / 2485
页数：12
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