Citation: Jun-Gang Wang, Bing-Yi Zhou, Yao-Luo Hu, Yong-Dong Du, Rong-He Wu, Chun-Yan Wu, Wen-Chao Yang, An-Xin Wu. Atom-swapping skeletal editing of benzo[c]oxepines for the construction of 2-benzodiazepines via a continuous manufacturing one-pot synthesis[J]. Chinese Chemical Letters, ;2026, 37(4): 111200. doi: 10.1016/j.cclet.2025.111200 shu

Atom-swapping skeletal editing of benzo[c]oxepines for the construction of 2-benzodiazepines via a continuous manufacturing one-pot synthesis

Jun-Gang Wang ^{a, b, 1} ,
Bing-Yi Zhou ^{a, 1} ,
Yao-Luo Hu ^b ,
Yong-Dong Du ^b ,
Rong-He Wu ^b ,
Chun-Yan Wu ^c ,
Wen-Chao Yang ^{a, *,} ,
An-Xin Wu ^{c, *,}

a.
State Key Laboratory of Green Pesticide, Guizhou University, Guiyang 550025, China
b.
School of Chemical Engineering, Guizhou Minzu University, Guiyang 550025, China
c.
State Key Laboratory of Green Pesticide, International Joint Research Center for Intelligent Biosensor Technology and Health, College of Chemistry, Central China Normal University, Wuhan 430079, China

wcyang@gzu.edu.cn

chwuax@mail.ccnu.edu.cn

Received Date: 19 January 2025
Revised Date: 29 March 2025
Accepted Date: 11 April 2025
Available Online: 11 April 2025

Figures(5)

An efficient skeletal editing for the construction of 2-benzodiazepines from benzo[c]oxepines was developed through atom-swapping of oxygen atom to the nitrogen atom. This reaction integrated the sequential ring-opening/substitution/ring-closing in the continuous manufacturing one-pot synthesis. The reaction conditions are mild, transition metal-free, simple-operated and the substrates are widely applicable. The anti-tumor activity of some synthesized 2-benzodiazepine compounds shows this atom-swapping skeletal editing through the deconstruction-reconstruction of heterocycles is attractive and effective in the discovery of new drug skeletons.
- Skeletal editing,
- Atom-swapping,
- 2-Benzodiazepines,
- Benzo[c]oxepines,
- One-pot synthesis
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