Palladium-catalyzed benzylic C(sp³)-H carbonylative arylation of azaarylmethyl amines with aryl bromides.

ABSTRACT: A highly selective palladium-catalyzed carbonylative arylation of weakly acidic benzylic C(sp³)-H bonds of azaarylmethylamines with aryl bromides under 1 atm of CO gas has been achieved. This work represents the first examples of use of such weakly acidic pronucleophiles in this class of transformations. In the presence of a NIXANTPHOS-based palladium catalyst, this one-pot cascade process allows a range of azaarylmethylamines containing pyridyl, quinolinyl and pyrimidyl moieties and acyclic and cyclic amines to undergo efficient reactions with aryl bromides and CO to provide α-amino aryl-azaarylmethyl ketones in moderate to high yields with a broad substrate scope and good tolerance of functional groups. This reaction proceeds via in situ reversible deprotonation of the

SUBMITTER: Zhao H 

PROVIDER: S-EPMC8372623 | biostudies-literature | 2021 Aug

REPOSITORIES: biostudies-literature