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
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.