An expeditious synthesis of Z-3-alkylidene isoindolinones via combined palladium catalysed and Friedel-Crafts reactions

Article abstract of DOI:10.1016/S0040-4039(97)01626-2

N-Aryl(or, alkyl)-2-iodobenzamides underwent palladium-catalysed reaction with (trimethylsilyl)acetylene to form N-substituted-2-(trimethylsilyl)ethynyl benzamides, which on further Friedel-Crafts acylation and cyclisation yielded Z-3-alkylidene isoindolin-1-ones in a completely regio- and stereoselective manner.