Reaction of 2-benzoyl-1,2-dihydroisoquinoline-1-carbonitrile tetrafluoroborate with (Z)-2-arylidene-3(2H)-benzofuranones - Access to chromenopyrrole derivatives

Authors
Vebrel, J Msaddek, M Djapa, F Ciamala, K Laude, B
Citation
J. Vebrel et al., Reaction of 2-benzoyl-1,2-dihydroisoquinoline-1-carbonitrile tetrafluoroborate with (Z)-2-arylidene-3(2H)-benzofuranones - Access to chromenopyrrole derivatives, EUR J ORG C, (12), 1998, pp. 2855-2859
Citations number
16
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
1434193X → ACNP
Issue
12
Year of publication
1998
Pages
2855 - 2859
Database
ISI
SICI code
1434-193X(199812):12<2855:RO2T>2.0.ZU;2-H
Abstract
Spiro[pyrrole-3,2'-3(2H)-benzofuranones] 7 have been synthesized by [4+2] c ycloaddition of 2-arylidene-3(2H)-benzofuranones with the 2-benzoyl-1,2-dih ydroisoquinoline-1-carbonitrile tetrafluoroborates. In acidic medium or in refluxing DME the spiro compounds yield tetrasubstituted pyrroles or compou nds derived from chromenopyrroles. The regio- acid stereochemistry of the r eaction was established by spectroscopic or X-ray analysis.