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Chemistry. 2016 Jul 25;22(31):11022-7. doi: 10.1002/chem.201601744. Epub 2016 Jun 29.

Synthesis of 1,2,4-Triazolo[4,3-a]pyridines and Related Heterocycles by Sequential Condensation and Iodine-Mediated Oxidative Cyclization.

Chemistry (Weinheim an der Bergstrasse, Germany)

Ertong Li, Zhiyuan Hu, Lina Song, Wenquan Yu, Junbiao Chang

Affiliations

  1. College of Chemistry and Molecular Engineering, Zhengzhou University, Zhengzhou, 450001, P.R. China.
  2. College of Chemistry and Molecular Engineering, Zhengzhou University, Zhengzhou, 450001, P.R. China. [email protected].
  3. College of Chemistry and Molecular Engineering, Zhengzhou University, Zhengzhou, 450001, P.R. China. [email protected].

PMID: 27355559 DOI: 10.1002/chem.201601744

Abstract

A facile and efficient approach to access 1,2,4-triazolo[4,3-a]pyridines and related heterocycles has been accomplished through condensation of readily available aryl hydrazines with corresponding aldehydes followed by iodine-mediated oxidative cyclization. This transition-metal-free synthetic process is broadly applicable to a variety of aromatic, aliphatic, and α,β-unsaturated aldehydes, and can be conveniently conducted on the gram scale.

© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Keywords: C−N bond formation; heterocycles; iodine; oxidative cyclization; synthesis design

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