I2-TBHP-catalyzed one-pot highly efficient synthesis of 4,3-fused 1,2,4-triazoles from N-tosylhydrazones and aromatic N-heterocycles via intermolecular formal 1,3-dipolar cycloaddition

Surendra Babu Inturi; Biswajit Kalita; A Jafar Ahamed

doi:10.1039/c6ob01926a

I₂-TBHP-catalyzed one-pot highly efficient synthesis of 4,3-fused 1,2,4-triazoles from N-tosylhydrazones and aromatic N-heterocycles via intermolecular formal 1,3-dipolar cycloaddition

Org Biomol Chem. 2016 Nov 29;14(47):11061-11064. doi: 10.1039/c6ob01926a.

Authors

Surendra Babu Inturi¹, Biswajit Kalita², A Jafar Ahamed³

Affiliations

¹ Medicinal Chemistry Division, Jubilant Biosys Ltd, #96, Industrial Suburb, 2nd Stage, Yeshwanthpur, Bangalore 560022, Karnataka, India. [email protected] and Post Graduate and Research Department of Chemistry, Jamal Mohamed College (Autonomous), affiliated to Bharathidasan University, Tiruchirappalli 620020, Tamil Nadu, India.
² Medicinal Chemistry Division, Jubilant Biosys Ltd, #96, Industrial Suburb, 2nd Stage, Yeshwanthpur, Bangalore 560022, Karnataka, India. [email protected].
³ Post Graduate and Research Department of Chemistry, Jamal Mohamed College (Autonomous), affiliated to Bharathidasan University, Tiruchirappalli 620020, Tamil Nadu, India.

PMID: 27792229
DOI: 10.1039/c6ob01926a

Abstract

I₂-TBHP-catalyzed azomethine imine generation and subsequent regioselective 1,3-dipolar cycloaddition (DC) with aromatic N-heterocycles was developed to afford various 4,3-fused 1,2,4-triazoles in excellent yields. The method is operationally simple and highly efficient with broad functional group tolerance.