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Alkylation of 5-Substituted 1H-Tetrazoles via the Diazotization of Aliphatic Amines

Guillaume Reynard and Hélène Lebel*

*Département de Chimie, Center for Green Chemistry and Catalysis, Université de Montréal, C.P. 6128, Succursale Centre-ville, Montréal, Québec, Canada H3C 3J7, Email:

G. Reynard, H. Lebel, J. Org. Chem., 2021, 86, 12452-12459.

DOI: 10.1021/acs.joc.1c01585

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An alkylation reaction of monosubstituted tetrazoles via the diazotization of aliphatic amines enables preferential formation of 2,5-disubstituted tetrazoles. A one-pot 1,3-dipolar cycloaddition/diazotization sequence starting from widely available nitriles is also described.

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Key Words


ID: J42-Y2021