Silver-catalyzed cascade cyclization and functionalization of N-aryl-4-pentenamides: an efficient route to γ-lactam-substituted quinone derivatives.

ABSTRACT: The synthesis of γ-lactam-substituted quinone derivatives through a Ag₂O-catalyzed cascade cyclization and functionalization of N-aryl-4-pentenamides has been developed. Related 2-oxazolidinone substituted quinone products can be also obtained with N-aryl allyl carbamates. The reactions proceed through an amidyl radical-initiated 5-exo-trig cyclization and followed radical addition to quinones. They provide an efficient route to various γ-lactam-substituted quinone derivatives with a wide range of substrate scope.

SUBMITTER: Fang Z 

PROVIDER: S-EPMC9490777 | biostudies-literature | 2022 Sep

REPOSITORIES: biostudies-literature