Azide-free cyclization reaction access to 4-aryl- NH-1,2,3-triazoles: P-toluenesulfonyl hydrazide and sulfamic acid as nitrogen sources

Min Li; Qing-Yu Wan; Ri-Lan Lin; Yan-Qing Peng; Wen-Ming Shu; Wei-Chu Yu; An-Xin Wu

doi:10.1039/d3ob01661g

Azide-free cyclization reaction access to 4-aryl- NH-1,2,3-triazoles: P-toluenesulfonyl hydrazide and sulfamic acid as nitrogen sources

Org Biomol Chem. 2024 Jan 17;22(3):482-485. doi: 10.1039/d3ob01661g.

Authors

Min Li¹, Qing-Yu Wan¹, Ri-Lan Lin¹, Yan-Qing Peng¹, Wen-Ming Shu¹, Wei-Chu Yu¹, An-Xin Wu²

Affiliations

¹ Hubei Engineering Research Centers for Clean Production and Pollution Control of Oil and Gas Fields, College of Chemistry and Environmental Engineering, Yangtze University, Jingzhou 434023, P. R. China. shuwm@yangtzeu.edu.cn.
² National Key Laboratory of Green Pesticide, International Joint Research Center for Intelligent Biosensor Technology and Health, Central China Normal University, Wuhan 430079, P.R. China.

PMID: 38108209
DOI: 10.1039/d3ob01661g

Abstract

An iodine-mediated cyclization has been developed to 4-aryl-NH-1,2,3-triazoles, with p-toluenesulfonyl hydrazide and sulfamic acid used as nitrogen sources. Sulfamic acid plays a crucial role in this reaction by both acting as a substrate and providing an acidic environment. This reaction offers a metal- and azide-free strategy to access NH-1,2,3-triazoles.