Synthesis of 2-alkyl triazoles with solvothermal conditions

A general protocol for the straightforward access to 2-alkyl triazoles with alkyl halides as the readily available alkylation reagents, by using a well-organized nucleophilic substitution strategy under metal-free and solvothermal conditions has been developed. Various alkyl substitutions on 2-site...

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Bibliographic Details
Published in:Tetrahedron 2022-05, Vol.113, p.132765, Article 132765
Main Authors: Ma, Youcai, Zhang, Xiaohui, Yang, Yawen, Hu, Liangzhen, Xiong, Yan
Format: Article
Language:English
Subjects:
1,2,3-Triazoles
2-Alkyl triazoles
Metal-free
Nucleophilic substitution
Potassium carbonate
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Summary:A general protocol for the straightforward access to 2-alkyl triazoles with alkyl halides as the readily available alkylation reagents, by using a well-organized nucleophilic substitution strategy under metal-free and solvothermal conditions has been developed. Various alkyl substitutions on 2-site of triazoles occurred and were mainly examined in the text. Particularly, the reactions between linear bisbromo alkanes and 1,2,3-triazoles were executed to yield bromoalkyl triazoles and bistriazoles, and realkylations of bromoalkyl triazoles were achieved through addition of triazoles. This procedure is convenient and generally affords the 2-alkylated products, which are slightly scarce under present synthetic methodologies. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2022.132765