Unprecedented two-step synthesis of symmetrical diarylamines from 2-alkyl-1,3-dinitropropanes |
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| Authors: | Roberto Ballini Luciano Barboni Alessandro Palmieri |
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| Institution: | a Dipartimento di Scienze Chimiche dell’Università di Camerino, Via S. Agostino 1, 63032 Camerino, Italy
b Dipartimento Chimica Fisica e Inorganica, Università di Bologna, Viale Risorgimento 4, 40136 Bologna, Italy |
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| Abstract: | This letter reports a new, two-step synthesis of symmetrical diarylamines from 1,3-dinitropropanes, by their reaction with acrolein under basic conditions (Al2O3, neat), followed by aromatisation of the obtained 2,4-dinitrocyclohexanols, through their treatment with four equivalents of 1,8-diazabicyclo5.4.0]undec-7-ene (DBU), in acetonitrile as a solvent, and warming overnight at 60 °C. |
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| Keywords: | Diarylamines Aromatization 1 3-Dinitropropanes One-pot synthesis |
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