Manganese-Catalyzed Oxazoline-Directed C-H Addition of Arenes to Unsaturated Polar Bond: Experimental and Computational Study

Robles-Henriquez, R; Jamis-Oliva, O; Chávez-Vega, T; Lühr, S; Flor-Lopez, AF; Maldonado T.; Gallardo-Fuentes S.; Vilches-Herrera M.

Abstract

The direct C–H aromatic addition to unsaturated polar bonds using abundant metals such as Mn and Co is scarce, and it has been mainly limited to the use of pyridine as a directing group. In this work, we introduce for the first time the use of oxazoline as a more versatile motif for this transformation, which can be further derivatized in other functional groups. The proposed mechanism shows a base-assisted formation of an Mn-tricarbonyl as the active species in the catalytic cycle, in contrast to the most reported Mn-tetracarbonyl complex. The mechanism was validated by experimental and DFT studies. © 2025 American Chemical Society

Más información

Título según WOS: Manganese-Catalyzed Oxazoline-Directed C-H Addition of Arenes to Unsaturated Polar Bond: Experimental and Computational Study
Título según SCOPUS: Manganese-Catalyzed Oxazoline-Directed C–H Addition of Arenes to Unsaturated Polar Bond: Experimental and Computational Study
Título de la Revista: Journal of Organic Chemistry
Volumen: 90
Número: 42
Editorial: American Chemical Society
Fecha de publicación: 2025
Página de inicio: 14881
Página final: 14891
Idioma: English
DOI:

10.1021/acs.joc.5c01326

Notas: ISI, SCOPUS