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 |
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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. |
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ISSN: | 1477-0520 1477-0539 |
DOI: | 10.1039/d0ob02510k |