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Updated: Aug 12, 2025

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
Dehydrogenative Syntheses of Biazoles via a "Pre-Join" Approach
Tianyang Yu1, Yan Wang1, Yaqun Dong2
1Key Laboratory of Synthetic and Natural Functional Molecule of the Ministry of Education, College of Chemistry & Materials Science, Northwest University, Xi'an 710069, People's Republic of China.
Abstract:
The structural motif of biazoles is the predominant substructure of many natural products, pharmaceuticals, and organic materials. Considerable efforts have focused on synthesizing these compounds; however, a limited number of processes have been reported for the efficient formation of biazoles. Herein, we report a "pre-join" approach for the dehydrogenative synthesis of biazoles, which are challenging to prepare using conventional methods. A bench-stable and easily synthesized pyrazine-based group is critical for this transformation. This strategy enables the homocoupling of biazoles and the heterocoupling of two different azoles. Due to the broad substrate scope, this strategy exhibits potential for use in other fields, such as medicine, materials, and natural product chemistry.
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