REGIOSELECTIVE OXIDATION OF 2,3,5,6,7,8-HEXAHYDRO-8-OXO-1H-PYRROLO[1,2-A]INDOLES - USEFUL INTERMEDIATES FOR THE SYNTHESIS OF MITOSENES

被引：9

作者：

EDSTROM, ED

YU, T

JONES, Z

机构：

[1] Department of Chemistry and Biochemistry, Utah State University Logan

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 39期

关键词：

D O I：

10.1016/0040-4039(95)01457-S

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

This paper describes the regioselective oxidative functionalization of 2,3,5,6,7,8-hexahydro-8-oxo-1H-pyrrolo[1,2-a]indoles 1a and 1c. Treatment of these compounds with varying amounts of DDQ afforded either 2,3-dihydro-8-hydroxy-1H-pyrrolo [1,2-a]indole 6,5,6,7,8-tetrahydro-3H-pyrrolo[1,2a]indole 8, or 8-oxopyrrolo[1,2a]indole 9, depending upon the substituent at C-9 and the reaction conditions. In the presence of alcohols, the resulting C-1 substituted ethers 7a,b were obtained from 1a.

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页码：7035 / 7038

页数：4

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