✦ LIBER ✦

An unexpected chemical behavior of 5-N-(benzotriazol-1-ylmethyl)amino-3-tert-butyl-1-phenylpyrazole

✍ Scribed by Rodrigo Abonia; Emerson Rengifo; Jairo Quiroga; Braulio Insuasty; Adolfo Sánchez; Justo Cobo; John Low; Manuel Nogueras

Publisher: Elsevier Science
Year: 2002
Tongue: French
Weight: 90 KB
Volume: 43
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(02)01115-2

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✦ Synopsis

A rearrangement product or a pyrazolic Tro ¨ger's base were unexpectedly obtained when 5-N-(benzotriazol-1ylmethyl)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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