Regioselective synthesis of 1,3,5- and 1,3,4,5-substituted pyrazoles via acylation of N-Boc-N-substituted hydrazones |
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| Authors: | Alessandro TinarelliPaolo Righi Goffredo RosiniDaniele Andreotti Roberto ProfetaSimone Spada |
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| Institution: | a Dipartimento di Chimica Organica ‘A. Mangini’, Alma Mater Studiorum—Università di Bologna, Viale del Risorgimento, I-40136 Bologna, Italyb GlaxoSmithKline, Medicine Research Centre, Via A Fleming 4, 37135 Verona, Italy |
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| Abstract: | Acylation of N-Boc-N-methylhydrazones followed by TFA treatment affords regioselective access to substituted pyrazoles. Both regioisomers of 1-methyl-3,5-disubstituted-1H-pyrazoles can be selectively obtained. This procedure can also be employed for the regioselective preparation of fully substituted 1H-pyrazoles. |
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| Keywords: | Regioselective pyrazole synthesis N-Boc-N-methylhydrazone acylation 1 3 5-Trisubstituted pyrazoles 1 3 4 5-Tetrasubstituted pyrazoles |
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