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: wangyanbokfhenu.edu.cn
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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Abstract
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