Tetrahedron Letters p. 5617 - 5620 (2002)
Update date:2022-08-03
Topics:
Abonia, Rodrigo
Rengifo, Emerson
Quiroga, Jairo
Insuasty, Braulio
Sánchez, Adolfo
Cobo, Justo
Low, John
Nogueras, Manuel
A rearrangement product or a pyrazolic Tr?ger's base were unexpectedly obtained when 5-N-(benzotriazol-1-ylmethyl)amino-3-tert-butyl-1-phenylpyrazole was treated with electron-rich alkenes with well protic or Lewis acid catalyst, respectively, when tetrahydropyrazolopyridines were expected according with the benzotriazole methodology. The structure of the products was confirmed by NMR and X-ray diffraction techniques. Mechanisms for their formation are also proposed.
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