Ruthenium(II)-Catalyzed Intermolecular Cyclo(co)trimerization of 3-Halopropiolamides with Internal Alkynes

2018-04-19T13:13:42Z (GMT) by Anthony P. Silvestri James S. Oakdale
A highly chemo- and regioselective cyclo(co)trimerization between 3-halopropiolamides and symmetrical internal alkynes is reported. The reaction is catalyzed by Ru(II)-complexes and proceeds at ambient temperature in ethanol to deliver fully substituted dihalogenated isophthalamides. 1,4-Butynediol was found to undergo spontaneous lactonization with halopropiolamides after trimerization to provide 5,7-dihalo-phthalide products.