Resumen
© 2014 American Chemical Society. A novel reaction involving benzoxazole, ethyl diazoacetate, and water has been discovered, with TpBr3Cu(NCMe) (TpBr3 = hydrotris(3,4,5-tribromopyrazolyl)borate) as the catalyst. The fused azoles are converted into highly functionalized substituted benzenes bearing aldehyde, amine carboxylate and hydroxyl groups. The protocol has been applied for a series of benzoxazoles with several diazo compounds. Experimental data and theoretical calculations have led to a mechanistic proposal that includes carbene addition, ylide formation, and water addition to the latter, all those steps being catalyzed by the copper center.
Idioma original | Inglés |
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Páginas (desde-hasta) | 4215-4222 |
Publicación | ACS Catalysis |
Volumen | 4 |
N.º | 11 |
DOI | |
Estado | Publicada - 13 oct 2014 |
Huella
Profundice en los temas de investigación de 'Catalytic copper-mediated ring opening and functionalization of benzoxazoles'. En conjunto forman una huella única.Conjuntos de datos
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CCDC 1060057: Experimental Crystal Structure Determination
Corro, M. (Creador), Besora, M. (Creador), Maya, C. (Creador), Álvarez, E. (Creador), Urbano, J. (Creador), Fructos, M. R. (Creador), Maseras, F. (Creador) & Pérez, P. J. (Creador), Cambridge Crystallographic Data Centre, 16 abr 2015
DOI: 10.5517/cc14l2d6, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/cc14l2d6&sid=DataCite
Dataset: Conjunto de datos