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Efficient Synthesis of 1H-Benzo[4,5]imidazo[1,2-c][1,3]oxazin-1-one Derivatives Using Ag₂CO₃/TFA-Catalyzed 6-endo-dig Cyclization: Reaction Scope and Mechanistic Study.

ABSTRACT: A small library of 1H-benzo[4,5]imidazo[1,2-c][1,3]oxazin-1-one derivatives was prepared in good to excellent yields, involving a Ag₂CO₃/TFA-catalyzed intramolecular oxacyclization of N-Boc-2-alkynylbenzimidazole substrates. In all experiments, the 6-endo-dig cyclization was exclusively achieved since the possible 5-exo-dig heterocycle was not observed, indicating the high regioselectivity of this process. The scope and limitations of the silver catalyzed 6-endo-dig cyclization of N-Boc-2-alkynylbenzimidazoles as substrates, bearing various substituents, were investigated. While ZnCl₂ has shown limits for alkynes with an aromatic substituent, Ag₂CO₃/TFA demonstrated its eff

SUBMITTER: El Qami A

PROVIDER: S-EPMC10005794 | biostudies-literature | 2023 Mar

REPOSITORIES: biostudies-literature

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Efficient Synthesis of 1H-Benzo[4,5]imidazo[1,2-c][1,3]oxazin-1-one Derivatives Using Ag₂CO₃/TFA-Catalyzed 6-endo-dig Cyclization: Reaction Scope and Mechanistic Study.

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Efficient Synthesis of 1H-Benzo[4,5]imidazo[1,2-c][1,3]oxazin-1-one Derivatives Using Ag2CO3/TFA-Catalyzed 6-endo-dig Cyclization: Reaction Scope and Mechanistic Study.

OmicsDI is part of the ELIXIR infrastructure

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Efficient Synthesis of 1H-Benzo[4,5]imidazo[1,2-c][1,3]oxazin-1-one Derivatives Using Ag₂CO₃/TFA-Catalyzed 6-endo-dig Cyclization: Reaction Scope and Mechanistic Study.