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

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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… Click to show full 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.

Keywords: substituted quinone; lactam substituted; quinone derivatives; catalyzed cascade; cyclization

Journal Title: RSC Advances
Year Published: 2022

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