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Updated: Sep 12, 2025

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
TiO2-Photocatalyzed Cyclization of Azobenzenes with Methanol To Access 1,2,4,5-Tetraaryl 1,2,4,5-Tetrazinanes
Jingya Yang1, Bao Huang1, Yating Han1
1College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070, China.
Abstract:
A photoredox-catalyzed cyclization of azobenzenes with methanol as the C1 source has been developed. Using anatase TiO2 as the photocatalyst, the reaction proceeded smoothly at room temperature in the absence of any additives, affording 1,2,4,5-tetraaryl 1,2,4,5-tetrazinanes in high yields. The photocatalyst TiO2 can be readily recycled and reused. Mechanistic studies indicated that the reaction proceeds via a photoredox-catalyzed radical pathway and that H2O acts as a hydrogen atom transfer (HAT) reagent.
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