Reactivity of 2H-Azirines in Copper-Catalyzed Azide-Alkyne Cycloaddition Reactions

2H-氮丙环在铜催化叠氮-炔环加成反应中的反应活性

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Abstract

A reaction between azide, alkyne and 2H-azirine resulted in C-C bond formation at position five of 1,2,3-triazole, instead of previously misidentified C-N bond connectivity. The reaction mechanism of this C-C bond formation on the triazole ring was fully explained by employing calibrated QM(DFT-D3) calculations. Functionalization of primary products provided substituted pyrimidine, furan or 1,3-oxazepine.

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