SWITCHABLE REGIOSELECTIVITY IN LEWIS ACID-PROMOTED REACTIONS OF 1,4-BENZOQUINONE MONOIMIDES WITH STYRENYL SYSTEMS - SELECTIVE SYNTHESES OF EITHER 2-ARYL-2,3-DIHYDROBENZOFURANS OR 2-ARYL-2,3-DIHYDROINDOLES

被引：31

作者：

ENGLER, TA

CHAI, WY

LYNCH, KO

机构：

[1] Department of Chemistry, University of Kansas, Lawrence

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 39期

关键词：

D O I：

10.1016/0040-4039(95)01449-R

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reactions of 4-(N-phenylsulfonyl)-2-alkoxy-1,4-benzoquinone monoimines with electron-rich propenylbenzenes promoted by BF3 yield 7-alkoxy-2-aryl-3-methyl-5-(N-phenylsulfonyl)amino-2,3-dihydrobenzofurans nearly exclusively; whereas, promotion of the reactions by >2 equiv of Ti(IV) gives mainly N-phenylsulfonyl-6alkoxy-2-aryl-5-hydroxy-3-methyl-2,3-dihydoinidoles.

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页码：7003 / 7006

页数：4

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