AN EFFICIENT ONE-POT SYNTHESIS OF 3-ARYLMETHYLENE-1H-ISOINDOLIN-1-ONES AND 3-ALKYLMETHYLENE-1H-ISOINDOLIN-1-ONES VIA ARYNE CYCLIZATION AND HORNER REACTION OF O-HALOGENO-N-PHOSPHORYLMETHYLBENZAMIDE AND M-HALOGENO-N-PHOSPHORYLMETHYLBENZAMIDE DERIVATIVES

Authors
COUTURE A DENIAU E GRANDCLAUDON P
Citation
A. Couture et al., AN EFFICIENT ONE-POT SYNTHESIS OF 3-ARYLMETHYLENE-1H-ISOINDOLIN-1-ONES AND 3-ALKYLMETHYLENE-1H-ISOINDOLIN-1-ONES VIA ARYNE CYCLIZATION AND HORNER REACTION OF O-HALOGENO-N-PHOSPHORYLMETHYLBENZAMIDE AND M-HALOGENO-N-PHOSPHORYLMETHYLBENZAMIDE DERIVATIVES, Tetrahedron, 53(30), 1997, pp. 10313-10330
Citations number
84
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
53
Issue
30
Year of publication
1997
Pages
10313 - 10330
Database
ISI
SICI code
0040-4020(1997)53:30<10313:AEOSO3>2.0.ZU;2-Y
Abstract
A series of 3-(alkyl and aryl)methylene-2,3-dihydro-1H-isoindol-1-one derivatives was synthesized by a one-pot reaction sequence involving l ithiation of 2- (or 3-)halogeno-N-phosphoryl-methylbenzamides, cycliza tion of the aryne intermediate, metal migration and Horner reaction of tile resulting phosphorylated aminocarbanion with selected aromatic a nd aliphatic aldehydes. (C) 1997 Elsevier Science Ltd.