Regioselective cyclization of unsymmetrical dicyanoanilines to novel 2,3-bifunctionalised indole regioisomers and their use in the synthesis of 4,5-dihydro[1,3]oxazino[5,4-b]indole-6-carbonitriles

被引:17
作者
Maitraie, D
Reddy, GV
Rao, VVVNSR
Ravikanth, S
Narsaiah, B [1 ]
Rao, PS
Ravikumar, K
Sridhar, B
机构
[1] Indian Inst Chem Technol, Fluoroorgan Div, Hyderabad 500007, Andhra Pradesh, India
[2] Indian Inst Chem Technol, Lab Xray Crystallog, Hyderabad 500007, Andhra Pradesh, India
关键词
2,3-Bifunctionalised indole derivatives; 2,6-Dicyanoanilines; Ethyl bromoester; Regioisomers; Sandmeyer reaction; Substituted-iodobenzenes; Thorpe-Ziegler reaction;
D O I
10.1016/j.tet.2005.02.046
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Synthesis of novel-2,3-bifunetionalised indole regioisomers (2/3 and 6/7) from unsymmetrical dicyanoanilines 1 by regioselective cyclization in two independent ways. Regioisomers 6 are further utilized in synthesis of novel 4,5-dihydro[1,3]oxazino[5,4-b] indole-6-carbonitriles 9. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3999 / 4008
页数:10
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