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

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Abstract

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.

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europepmc
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License: CC-BY-NC-ND-4.0