A versatile and efficient construction of the 6H-pyrido[4,3-b]carbazole ring system. Syntheses of the antitumor alkaloids ellipticine, 9-methoxyellipticine, and olivacine, and their analogs
A versatile and efficient construction of the 6H-pyrido[4,3-b]carbazole ring system. Syntheses of the antitumor alkaloids ellipticine, 9-methoxyellipticine, and olivacine, and their analogs
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6H-吡啶并[4,3-b]咔唑环系统的通用且高效的结构。
DOI：
10.1021/jo00048a022
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发表时间：
1992
影响因子：
3.6
通讯作者：
D. Ketcha
中科院分区：
文献类型：
--
作者：
G. Gribble;M. Saulnier;J. Obaza;D. Ketcha
本文介绍了一种合成6 H-吡啶并[4，3-B]咔唑环的通用方法，其关键步骤是：（1）2-硫醇锂的区域选择性酰化反应;（苯磺酰基）吲哚（14）与3，4-吡啶二羧酸酐（10），（2）用醋酸酐将脱保护的酮酸17环化为酮内酰胺19，和（3）加入甲基锂，得到，在将中间体二醇23还原成硼氢化钠之后，
A general and efficient synthesis of these 6H-pyrido[4,3-b]carbazole ring system is described, in which the key steps are (1) regioselective acylation of a 2-lithiol-(phenysulfonyl)indole (14) with 3,4-pyridinedicarboxylic acid anhydride (10), (2) cyclization of the deprotected keto acid 17 to keto lactam 19 with acetic anhydride, and (3) the addition of methyllithium to give, after reduction of the intermediate diol 23 into sodium borohydride, the target ring system