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

被引:16
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,DEPT ANIM HLTH CHEM,SANDWICH CT13 9NJ,KENT,ENGLAND
关键词
D O I
10.1016/S0040-4039(00)73988-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2,2'-Biindolyl 4 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 4 and 2-(phenylsulphinyl)maleimides 7 and 8 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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页码:5329 / 5330
页数:2
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