Issue 19, 2023

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

Abstract

An NHC-catalyzed benzannulation reaction of enals and β-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.

Graphical abstract: N-Heterocyclic carbene catalyzed synthesis of benzotrifluorides from enals and β-trifluoromethylenones

Supplementary files

Article information

Article type
Research Article
Submitted
02 avq 2023
Accepted
22 avq 2023
First published
23 avq 2023

Org. Chem. Front., 2023,10, 4774-4778

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

B. Zhou, C. Zhang and S. Ye, Org. Chem. Front., 2023, 10, 4774 DOI: 10.1039/D3QO01222K

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