A selective direct arylation of the different Csp2-H bonds of imidazo[2,1-b]thiazole with (hetero) aryl halides can be achieved simply by switching from a palladium catalyst system to the use of stoichiometric amounts of copper. The observed selectivity, also rationalized by DFT calculations, can be explained by a change in the mechanistic pathways between electrophilic palladation and base-promoted C−H metalation.

Transition Metal-Driven Selectivity in Direct C−H Arylation of Imidazo[2,1-b]Thiazole

Del Vecchio A.
Writing – Original Draft Preparation
;
Ballerini L.
Investigation
;
Lipparini F.
Formal Analysis
;
Lessi M.
Investigation
;
Bellina F.
Supervision
2024-01-01

Abstract

A selective direct arylation of the different Csp2-H bonds of imidazo[2,1-b]thiazole with (hetero) aryl halides can be achieved simply by switching from a palladium catalyst system to the use of stoichiometric amounts of copper. The observed selectivity, also rationalized by DFT calculations, can be explained by a change in the mechanistic pathways between electrophilic palladation and base-promoted C−H metalation.
2024
Del Vecchio, A.; Rosadoni, E.; Ballerini, L.; Cuzzola, A.; Lipparini, F.; Ronchi, P.; Guariento, S.; Biagetti, M.; Lessi, M.; Bellina, F.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11568/1257528
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