4.7 Article

N-Heterocyclic carbene catalyzed synthesis of benzotrifluorides from enals and beta-trifluoromethylenones

Journal

ORGANIC CHEMISTRY FRONTIERS
Volume 10, Issue 19, Pages 4774-4778

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d3qo01222k

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Researchers have developed an NHC-catalyzed benzannulation reaction for the synthesis of benzotrifluorides using enals and beta-trifluoromethylenones. This reaction involves a [4 + 2] annulation/lactonization/decarboxylation/oxidative aromatization cascade catalyzed by NHC. The reaction shows mild conditions, excellent functional group compatibility, and exclusive regioselectivity, resulting in the formation of multi-substituted benzotrifluorides in moderate to good yields.
An NHC-catalyzed benzannulation reaction of enals and beta-trifluoromethylenones is developed for the synthesis of benzotrifluorides. This process involves an NHC-catalyzed [4 + 2] annulation/lactonization/ decarboxylation/oxidative aromatization cascade. The reaction features mild reaction conditions, excellent functional group compatibility, and exclusive regioselectivity. A series of multi-substituted benzotrifluorides were obtained in moderate to good yields.

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