Synthesis and reactivity of pyrrolo[3,2-e]indole: Removal of a N-BOM group from an unactivated indole

被引：21

作者：

Macor, JE ^{[1
]}

Forman, JT ^{[1
]}

Post, RJ ^{[1
]}

Ryan, K ^{[1
]}

机构：

[1] PFIZER INC,DIV CENT RES,DEPT MED CHEM,GROTON,CT 06340

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 10期

关键词：

D O I：

10.1016/S0040-4039(97)00198-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A practical synthesis of pyrrolo[3,2-e]indole (1) is described. Different hydrogenation conditions of the indol-4-ylacetonitrile (3) afforded either 1-BOM-pyrrolo[3,2-e]indole (4, 42% from 5-nitroindole) or 1-hydroxymethylpyrrolo[3,2-e]indole (5, 46% from 5-nitroindole). Removal of the benzyl group was found to be problematic, but could be accomplished in moderate yield. Treatment bf the resulting 1-hydroxymethylpyrrolo[3,2-e]indole (5) with NaOH in THF afforded 1 (94% from 5). Limited studies on the chemistry of 1 are also presented. (C) 1997 Elsevier Science Ltd.

引用

页码：1673 / 1676

页数：4

共 8 条

[1]

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