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Ruthenium-Catalyzed Oxidative Amidation of Alkynes to Amides

Andrea Álvarez-Pérez, Miguel A. Esteruelas*, Susana Izquierdo, Jesús A. Varela, Carlos Saá*

*Universidad de Zaragoza-CSIC, 50009 Zaragoza; Universidade de Santiago de Compostela, 15782 Santiago de Compostela, Spain, Email: maesterunizar.es, carlos.saausc.es

A. Álvarez-Pérez, M. A. Esteruelas, S. Izquierdo, J. A. Varela, C. Saá, Org. Lett., 2019, 21, 5346-5350.

DOI: 10.1021/acs.orglett.9b01993 (free Supporting Information)


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Abstract

CpRuCl(PPh3)2 catalyzes reactions of terminal alkynes with primary and secondary amines to afford the corresponding amides in the presence of 4-picoline N-oxide. The reactions occur in chlorinated solvent and aqueous medium, showing applications in peptide chemistry.

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Key Words

amides (oxidation, amination), pyridine N-oxides


ID: J54-Y2019