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Synlett 1997; 1997(12): 1435-1437
DOI: 10.1055/s-1997-1049
DOI: 10.1055/s-1997-1049
letter
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A Highly Regio and Stereoselective Synthesis of (Z)-3-Aryl(alkyl)idene Isoindolin-1-ones via Palladium Catalyzed Annulation of Terminal Alkynes
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Publication History
Publication Date:
31 December 2000 (online)
o-Iodobenzamide or its N-substituted derivatives 4-10 and terminal alkynes 11-17 reacted in DMF in the presence of bis(triphenylphosphine)palladium(II)chloride, cuprous iodide and triethylamine leading to (Z)-3-arylidene isoindolin-1-ones (22, 24, 27 and 28) or o-alkynyl N-substituted benzamides (I). The latter could be cyclised with sodium in ethanol in a completely regio and stereoselective manner to (Z)-3-aryl(alkyl)idene isoindolin-1-ones 18-35.
palladium-catalysis - heteroannulation - isoindolinones - phthalimidines