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Construction of Bicyclic 1,2,3-Triazine <i>N</i>-Oxides from Aminocyanides

Yuji Liu, Xiujuan Qi, Wenquan Zhang, Ping Yin, Ziwu Cai, Qinghua Zhang

2020Organic Letters45 citationsDOI

Abstract

Using a facile and cost-effective method, nine bicyclic 1,2,3-triazine 2-oxides were synthesized from o-aminocyanide substrates through an unusual nitration cyclization. The reaction mechanism was studied experimentally and theoretically. Moreover, nine 1,2,3-triazine 3-oxides were also obtained in good yields.

Topics & Concepts

Bicyclic moleculeChemistryTriazineNitrationCombinatorial chemistryMedicinal chemistryOrganic chemistrySynthesis and Characterization of Heterocyclic CompoundsSynthesis and Biological EvaluationSynthesis of heterocyclic compounds
Construction of Bicyclic 1,2,3-Triazine <i>N</i>-Oxides from Aminocyanides | Litcius