One-pot syntheses of dihydro benzo[b][1,4]thiazepines and -diazepines via coupling-isomerization-cyclocondensation sequences

被引:29
|
作者
Braun, RU [1 ]
Müller, TJJ [1 ]
机构
[1] Univ Heidelberg, Dept Organ Chem, D-69120 Heidelberg, Germany
关键词
catalysis; cross-couplings; cyclocondensations; heterocycles; multicomponent reactions;
D O I
10.1016/j.tet.2004.08.001
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2,4-Di(hetero)aryl substituted 2,3-dihydro benzo[b][1,4]heteroazepines 7 and 9 (hetero=S, NH) can be readily synthesized in a one-pot process initiated by a coupling-isomerization sequence of an electron poor (hetero)aryl halide 4 and a terminal propargyl alcohol 5 subsequently followed by a cyclocondensation with 2-mercapto or 2-amino anilines 6 or 8, respectively. In addition, the structures were established unambiguously by an X-ray structure analysis of 9b. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:9463 / 9469
页数:7
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