Citation: Ke Wu, Xiuqin Ruan, Shuolei Jia, Enyuan Wang, Qingfa Zhou. DABCO-catalyzed [3+4] annulations of Schiff bases with α-substituted allenes: Construction of functionalized benzazepine derivatives[J]. Chinese Chemical Letters, ;2025, 36(7): 110646. doi: 10.1016/j.cclet.2024.110646 shu

DABCO-catalyzed [3+4] annulations of Schiff bases with α-substituted allenes: Construction of functionalized benzazepine derivatives

Department of Organic Chemistry, China Pharmaceutical University, Nanjing 210009, China

zqf@mail.ustc.edu.cn

Received Date: 31 July 2024
Revised Date: 2 November 2024
Accepted Date: 11 November 2024
Available Online: 13 November 2024

Figures(6)

A [3 + 4] annulation of α-substituted allenes and Schiff bases is reported. This methodology serves as a conduit for the construction of a series of biologically important benzazepine derivatives in good to excellent yields under mild conditions by an unprecedented mode involving β′-carbon of α-substituted allenes and the proposed mechanism is supported by capturing the intermediate. Moreover, this class of benzazepine derivatives exhibited potential ability of cytotoxicity toward cancer cells.
- DABCO,
- Tertiary amine,
- Allene,
- Benzazepine,
- Schiff base,
- Annulation,
- Cytotoxicity
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