Premium
Reaction of 2‐Benzoyl‐1,2‐dihydroisoquinoline‐1‐carbonitrile Tetrafluoroborate with ( Z )‐2‐Arylidene‐3(2 H )‐benzofuranones – Access to Chromenopyrrole Derivatives
Author(s) -
Vebrel Joël,
Msaddek Moncef,
Djapa Francis,
Ciamala Kabula,
Laude Bernard
Publication year - 1998
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/(sici)1099-0690(199812)1998:12<2855::aid-ejoc2855>3.0.co;2-r
Subject(s) - chemistry , yield (engineering) , cycloaddition , tetrafluoroborate , pyrrole , medicinal chemistry , organic chemistry , catalysis , ionic liquid , materials science , metallurgy
Spiro[pyrrole‐3,2′‐3(2 H )‐benzofuranones] 7 have been synthesized by [4+2] cycloaddition of 2‐arylidene‐3(2 H )‐benzofuranones with the 2‐benzoyl‐1,2‐dihydroisoquinoline‐1‐carbonitrile tetrafluoroborates. In acidic medium or in refluxing DMF, the spiro compounds yield tetrasubstituted pyrroles or compounds derived from chromenopyrroles. The regio‐ and stereochemistry of the reaction was established by spectroscopic or X‐ray analysis.