The reaction of 5-polyfluoroaryl-1,2,4-oxadiazoles with methylhydrazine has been studied and the synthesis of fluorinated N-methylindazoles has been realized. Rearrangement reactions showed predominantly formation of N(1)-methylindazole regioisomers. Starting compounds were preliminarily functionalized at the polyfluoroaryl moiety through fluorine displacement with nucleophiles (methanol, methylamine, dimethylamine), allowing the obtainment of target indazoles substituted at the C(6)position.

Palumbo Piccionello, A., Pace, A., Pierro, P., Pibiri, I., Buscemi, S., & Vivona, N. (2009). On the reaction of some 5-polyfluoroaryl-1,2,4-oxadiazoles with methylhydrazine: synthesis of fluorinated indazoles. TETRAHEDRON, 65, 119-127 [10.1016/j.tet.2008.10.094].

On the reaction of some 5-polyfluoroaryl-1,2,4-oxadiazoles with methylhydrazine: synthesis of fluorinated indazoles

PALUMBO PICCIONELLO, Antonio;PACE, Andrea;PIERRO, Paola;PIBIRI, Ivana;BUSCEMI, Silvestre;VIVONA, Nicolo'
2009

Abstract

The reaction of 5-polyfluoroaryl-1,2,4-oxadiazoles with methylhydrazine has been studied and the synthesis of fluorinated N-methylindazoles has been realized. Rearrangement reactions showed predominantly formation of N(1)-methylindazole regioisomers. Starting compounds were preliminarily functionalized at the polyfluoroaryl moiety through fluorine displacement with nucleophiles (methanol, methylamine, dimethylamine), allowing the obtainment of target indazoles substituted at the C(6)position.
Settore CHIM/06 - Chimica Organica
Palumbo Piccionello, A., Pace, A., Pierro, P., Pibiri, I., Buscemi, S., & Vivona, N. (2009). On the reaction of some 5-polyfluoroaryl-1,2,4-oxadiazoles with methylhydrazine: synthesis of fluorinated indazoles. TETRAHEDRON, 65, 119-127 [10.1016/j.tet.2008.10.094].
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/10447/34824
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