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9 p, 2.3 MB Chemoselective Ru-Catalyzed Oxidative Lactamization vs Hydroamination of Alkynylamines : Insights from Experimental and Density Functional Theory Studies / Álvarez-Constantino, Andrés M. (Universidade de Santiago de Compostela. Departamento de Química Orgánica) ; Álvarez-Pérez, Andrea (Universidade de Santiago de Compostela. Departamento de Química Orgánica) ; Varela, Jesús A. (Universidade de Santiago de Compostela. Departamento de Química Orgánica) ; Sciortino, Giuseppe (Universitat Autònoma de Barcelona. Departament de Química) ; Ujaque Pérez, Gregori (Universitat Autònoma de Barcelona. Departament de Química) ; Saá, Carlos (Universidade de Santiago de Compostela. Departamento de Química Orgánica)
The Ru-catalyzed intramolecular oxidative amidation (lactamization) of aromatic alkynylamines with 4-picoline N -oxide as an external oxidant has been developed. This chemoselective process is very efficient to achieve medium-sized ε- and ζ-lactams (seven- and eight-membered rings) but not for the formation of common δ-lactams (six-membered rings). [...]
2023 - 10.1021/acs.joc.2c02770
Journal of organic chemistry, Vol. 88, Issue 2 (January 2023) , p. 1185-1193  
Detailed record - Creative Commons

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