On the reaction of some 5-polyfluoroaryl-1,2,4-oxadiazoles with methylhydrazine: synthesis of fluorinated indazoles |
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Authors: | Antonio Palumbo Piccionello Andrea Pace Paola Pierro Ivana Pibiri Silvestre Buscemi Nicolò Vivona |
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Institution: | Dipartimento di Chimica Organica ‘E. Paternò’, Università degli Studi di Palermo, Viale delle Scienze—Parco d'Orleans II, I-90128 Palermo, Italy |
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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. |
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Keywords: | 1 2 4-Oxadiazole Indazole Rearrangements Fluorinated heterocycles |
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