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.
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收藏
页码：12797 / 12806
页数：10
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