4.4 Article

Potassium tert-Butoxide Promoted Synthesis of 4,5-Diaryl-2H-1,2,3-triazoles from Tosylhydrazones and Nitriles

Journal

SYNLETT
Volume 32, Issue 1, Pages 86-90

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0040-1707321

Keywords

triazoles; tosylhydrazones; cycloaddition; potassium butoxide

Funding

  1. Natural Science Foundation of Hainan Province [219MS044]
  2. National Natural Science Foundation of China [NSFC-21562019]

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In this study, intermolecular cycloaddition of tosylhydrazones with nitriles was investigated. t-BuOK was found to be an excellent base for increasing reaction effectiveness, while using xylene as a solvent significantly inhibited homocoupling of the tosylhydrazones. As a result, a variety of 4,5-diaryl-2H-1,2,3-triazoles were prepared in good to excellent yields and high purities, with the process being azide-free and transition-metal-free.
Intermolecular cycloaddition of tosylhydrazones with nitriles was investigated.t-BuOK was shown to be an excellent base for increasing the effectiveness of the reaction in this protocol, and homocoupling of the tosylhydrazones was significantly inhibited by using xylene as a solvent. Through this transformation, a variety of 4,5-diaryl-2H-1,2,3-triazoles were prepared in good to excellent yields and with high purities. The process is azide-free and transition-metal-free.

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