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Base-Promoted Decarboxylative Annulation of Methyl 2-(2-Bromophenyl)acetates and Ynones to Access Benzoxepines

Lu-Lu Chen, Feng Li, Qing Yang, Ya-Fang Ye, Wan-Wan Yang and Yan-Bo Wang*

*College of Chemistry and Chemical Engineering, Henan University, Kaifeng 475004, China, Email:

L.-L. Chen, F. Li, Q. Yang, Y.-F. Ye, W.-W. Yang, Y.-B. Wang, J. Org. Chem., 2023, 88, 3079-3088.

DOI: 10.1021/acs.joc.2c02870

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A simple and efficient base-mediated decarboxylative annulation of ynones with methyl 2-(2-bromophenyl)acetates provides a broad range of benzoxepines with high regioselectivity in good yields under transition-metal-free conditions. This method proceeds through a tandem [2 + 4] annulation, ring-opening decarboxylative reaction, and an intramolecular nucleophilic aromatic substitution reaction.

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proposed mechanism

Key Words


ID: J42-Y2023