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

Authors
ENGLER TA CHAI WY LYNCH KO
Citation
Ta. Engler et al., 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, Tetrahedron letters, 36(39), 1995, pp. 7003-7006
Citations number
17
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
39
Year of publication
1995
Pages
7003 - 7006
Database
ISI
SICI code
0040-4039(1995)36:39<7003:SRILAR>2.0.ZU;2-Y
Abstract
Reactions of 4-(N-phenylsulfonyl)-2-alkoxy-1,4-benzoquinone monoimines with electron-rich propenylbenzenes promoted by BF3 yield l-5-(N-phen ylsulfonyl)amino-2,3-dihydrobenzofurans nearly exclusively; whereas, p romotion of the reactions by >2 equiv of Ti(IV) gives mainly koxy-2-ar yl-5-hydroxy-3-methyl-2,3-dihydoinidoles.