Anionic [4+2] cycloaddition strategy in the regiospecific synthesis of carbazoles: formal synthesis of ellipticine and murrayaquinone A

被引:53
作者
Mal, Dipakranjan [1 ]
Senapati, Bidyut Kumar [1 ]
Pahari, Pallab [1 ]
机构
[1] Indian Inst Technol, Dept Chem, Kharagpur 721302, W Bengal, India
关键词
carbazole quinone; anionic cycloaddition; furoindolone;
D O I
10.1016/j.tet.2007.02.060
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Anionic [4+2] cycloaddition of furoindolones (e.g., 7 and 10) has been developed as an effective means to the synthesis of carbazoles. This reaction has been shown to be feasible with a wide variety of Michael acceptors to give carbazoles and fused carbazoles in good yields. The scope and limitations of the reaction have been briefly studied. The nature of N-protection of the furoindolones (cf. 7) plays a major role in the success of annulation. (C) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3768 / 3781
页数:14
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