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Updated: Jun 13, 2025

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
Copper-Catalyzed Nucleophilic Cycloisomerization Cascade Constructing Azepinoindolizine
Jingpeng Han1, Xuan Tang2, Xue Cheng2
1School of Environmental and Chemical Engineering, Chongqing Three Gorges University, Chongqing 404000, People's Republic of China.
Abstract:
Numerous effective bioisosteric replacements have been identified through substituting scaffolds and functional groups in lead molecules with alternative ones that preserve or enhance the desired biological activity of the original compound. Here, a copper-catalyzed nucleophilic cycloisomerization was developed to access potential bioisosteric replacements of azepinoindole. In this process, "tetra-alkene" characteristic of indolizine undergoes a 12π electrocyclization, offering a complementary method to obtain azepinoindolizine derivatives that are otherwise challenging to prepare through conventional means.
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