8-Aminoimidazo[1,2-]pyridine (AIP) directed Pd() catalysis: site-selective -C(sp)-H arylation in aqueous medium

We demonstrate herein the first example of a palladium( ii ) catalyzed regioselective ortho -C(sp 2 )-H arylation in aqueous medium (a sustainable solvent) utilizing 8-AIP (8-aminoimidazo[1,2- a ]pyridine) as a promising and removable bidentate directing group/auxilliary. This newly developed protoc...

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Veröffentlicht in:Organic & biomolecular chemistry 2021-02, Vol.19 (7), p.164-169
Hauptverfasser: Mondal, Biswajit, Ghosh, Prasanjit, Kundu, MrinalKanti, Das, Sajal
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Zusammenfassung:We demonstrate herein the first example of a palladium( ii ) catalyzed regioselective ortho -C(sp 2 )-H arylation in aqueous medium (a sustainable solvent) utilizing 8-AIP (8-aminoimidazo[1,2- a ]pyridine) as a promising and removable bidentate directing group/auxilliary. This newly developed protocol features a broad substrate scope with excellent functional group tolerance and enables an expeditious route to a library of unsymmetrical amides in good to excellent yields with exclusive site-selectivity. An efficient and facile Pd( ii ) catalyzed selective ortho and β-C(sp 2 )-H arylation reaction employing the 8-AIP (aminoimidazo[1,2- a ]pyridine) auxiliary as a removable N , N -bidentate directing group in a green solvent (water) has been reported.
ISSN:1477-0520
1477-0539
DOI:10.1039/d0ob02510k