A HIGHLY REGIO AND STEREOSELECTIVE SYNTHESIS OF (Z)-3-ARYL(ALKYL)IDENE ISOINDOLIN-1-ONES VIA PALLADIUM-CATALYZED ANNULATION OF TERMINAL ALKYNES

Authors
Citation
Mw. Khan et Ng. Kundu, A HIGHLY REGIO AND STEREOSELECTIVE SYNTHESIS OF (Z)-3-ARYL(ALKYL)IDENE ISOINDOLIN-1-ONES VIA PALLADIUM-CATALYZED ANNULATION OF TERMINAL ALKYNES, Synlett, (12), 1997, pp. 1435-1437
Citations number
38
Journal title
ISSN journal
09365214
Issue
12
Year of publication
1997
Pages
1435 - 1437
Database
ISI
SICI code
0936-5214(1997):12<1435:AHRASS>2.0.ZU;2-8
Abstract
o-Iodobenzamide or its N-substituted derivatives 4-10 and terminal alk ynes 11-17 reacted in DMF in the presence of bis(triphenylphosphine)pa lladium(II)chloride, cuprous iodide and triethylamine leading to (Z)-3 - arylidene isoindolin-1-ones (22, 24, 27 and 28) or o-alkynyl N-subst ituted benzamides (I). The latter could be cyclised with sodium in eth anol in a completely regio and stereoselective manner to (Z)-3-aryl(al kyl)idene isoindolin-1-ones 18-35.