Álvarez Pérez, AndreaEsteruelas Rodrigo, Miguel ÁngelIzquierdo, SusanaVarela Carrete, Jesús ÁngelSaá Rodríguez, Carlos2020-10-052020-10-052019Álvarez-Pérez, A., Esteruelas, M. A., Izquierdo, S., Varela, J. A., Saá, C. (2019). Ruthenium-Catalyzed Oxidative Amidation of Alkynes to Amides. Org. Lett., 21, 13, 5346-53501523-7060http://hdl.handle.net/10347/23355NOTICE: This is the peer reviewed version of the following article: Álvarez-Pérez, A., Esteruelas, M. A., Izquierdo, S., Varela, J. A., Saá, C. (2019). Ruthenium-Catalyzed Oxidative Amidation of Alkynes to Amides. Org. Lett., 21, 13, 5346-5350. [doi: 10.1021/acs.orglett.9b01993]. This article may be used for non-commercial purposes in accordance with American Chemical Society Terms and Conditions for self-archivingComplex CpRuCl(PPh3)2 catalyzes reactions of terminal alkynes with 4-picoline N-oxide and primary and secondary amines to afford the corresponding amides. The reactions occur in chlorinated solvent and aqueous medium, showing applications in peptide chemistry. Stoichiometric studies reveal that the true catalysts of the processes are the vinylidene cations [CpRu(═C═CHR)(PPh3)2]+ which are oxidized to the Ru(η2-CO)-ketenes by the N-oxide. Finally, nucleophilic additions of primary and secondary amines to the free ketenes yield the corresponding amides.engCopyright © 2019 American Chemical Society. This article may be used for non-commercial purposes in accordance with American Chemical Society Terms and Conditions for self-archivingAlkynesAmidesOxidative AnnulationRutheniumjournal article10.1021/acs.orglett.9b019931523-7052open access