A novel entry to pyrido[4,3-b]carbazoles:: An efficient synthesis of ellipticine

被引:74
作者
Ishikura, M [1 ]
Hino, A [1 ]
Yaginuma, T [1 ]
Agata, I [1 ]
Katagiri, N [1 ]
机构
[1] Hlth Sci Univ Hokkaido, Fac Pharmaceut Sci, Ishikari, Hokkaido 0610293, Japan
关键词
indolylborate; pyrido[4,3-b]carbazole; cross-coupling reaction; ellipticine;
D O I
10.1016/S0040-4020(99)01016-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The palladium catalyzed tandem cyclization-cross-coupling reaction of indolylborate (2) with vinyl bromide (9) was developed for the preparation of pyrido[4,3-b]carbazole as a key reaction. The cross-coupling reaction of 2a provided hexatriene (10), and then cyclization of 10 to pyrido[4,3-b]carbazole (12) was effected with irradiation or Lewis acid. Using indolylborate (2c) for the cross-coupling reaction, a novel construction of ellipticine was attained through similar reaction sequences. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
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页码:193 / 207
页数:15
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