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Iron-Catalyzed Sonogashira Reactions

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  • We are grateful to the Fonds der Chemischen Industrie for financial support. M.C. thanks the Spanish Ministry of Education and Science (MEC) as well as the Spanish Foundation of Science and Technology (FECYT), and A.C. thanks the Basque Government for support through “Programa de Perfeccionamiento de Doctores en el extranjero del Departamento de Educación, Universidades e Investigación”.

Abstract

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With an iron will: Terminal alkynes undergo reaction with aryl and heteroaryl iodides in the presence of an iron catalyst formed from FeCl3 and N,N′-dimethylethylenediamine (dmeda, see scheme). The method displays a broad substrate scope and is economical, environmentally friendly, and experimentally simple. A “one-pot” Sonogashira/intramolecular hydroalkoxylation has also been achieved by this method.

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