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

preprint
submitted on 18.04.2018 and posted on 19.04.2018 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.

History

Email Address of Submitting Author

silveant@scripps.edu

Email Address(es) for Other Author(s)

oakdale1@llnl.gov

Institution

The Scripps Research Institute

Country

United States

ORCID For Submitting Author

0000-0003-2804-9570

Declaration of Conflict of Interest

None.

Exports