ON THE [4+2] CYCLOADDITION APPROACH TO INDOLO[2,3-A]CARBAZOLES

被引：36

作者：

BARRY, JF

WALLACE, TW

WALSHE, NDA

机构：

[1] UNIV SALFORD, DEPT CHEM & APPL CHEM, SALFORD M5 4WT, LANCS, ENGLAND

[2] PFIZER LTD, CENT RES, DEPT ANIM HLTH CHEM, SANDWICH CT13 9NJ, KENT, ENGLAND

来源：

TETRAHEDRON | 1995年 / 51卷 / 47期

关键词：

D O I：

10.1016/0040-4020(95)00735-Q

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2,2'-Biindolyl 9 reacts with electron-deficient dienophiles at 100-110 degrees C to give low to moderate yields of Michael addition and formal [4 + 2] cycloaddition products, with the former predominant; the products derived from 9 and 2-(phenylsulphinyl)maleimides 14 and 15 undergo in situ elimination of benzenesulphenic acid, leading to 2,2'-biindolyl-substituted maleimides which can be efficiently photocyclised into indolo[2,3-a]carbazoles.

引用

页码：12797 / 12806

页数：10

共 46 条

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