A NEW ROUTE TO 9,9A-DIHYDRO-3H-PYRROLO[1,2-A]INDOLES VIA RADICAL CYCLIZATION

被引：77

作者：

ZIEGLER, FE

JERONCIC, LO

机构：

[1] Sterling Chemistry Laboratory, Yale University, New Haven

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1991年 / 56卷 / 11期

关键词：

D O I：

10.1021/jo00011a008

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new method for the preparation of 9,9a-dihydro-3H-pyrrolo[1,2-a]indoles, an important substructure for the synthesis of mitomycins, is presented. A number of representative indoles are allylated on nitrogen with 1,3-dihalopropenes followed by n-Bu3SnH-mediated radical cyclization. The effect of the substitution patterns of the indoles and reaction conditions is explored. In all reactions the products of cyclization predominate; however, uncyclized materials are produced along with isomers and oxidation products of the cyclized substances.

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页码：3479 / 3486

页数：8

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