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Updated: Apr 23, 2026

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
Conversion of 2-furylcarbinols with alkyl or aryl azides to highly functionalized 1,2,3-triazoles via cascade formal
Jiawei Guo1, Binxun Yu, Ya-Nan Wang
1Key Laboratory of Applied Surface and Colloid Chemistry, Ministry of Education, School of Chemistry & Chemical Engineering, and ‡School of Chemistry and Materials Science, Shaanxi Normal University , Xi'an 710062, China.
Abstract:
A Lewis acid promoted cascade cycloaddition/ring-opening of 2-furylcarbinols with alkyl or aryl azides is described. The reaction features an initial formal [3 + 2] cycloaddition to form a trisubstitued triazole motif, followed by a ring opening of furan to generate the (E)-configuration of the enone. A wide range of highly functionalized triazoles is expediently and efficiently synthesized in a highly step-economical manner.
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