Studies on isocyanides and related compounds. A convenient synthesis of 2,3-disubstituted spiroimidazolones |
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| Authors: | Ricardo Bossio Stefano Marcaccini Sandro Papaleo Roberto Pepino |
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| Institution: | CNR, Centro di Studio sulla Chimica e la Struttura dei Composti Eterociclici e loro Applicazioni, Dipartimento di Chimica Organica “Ugo Schiff”, Universita' di Firenze, via Gino Capponi 9, I-50121 Firenze, Italy |
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| Abstract: | The four-component condensation between cycloketones 1 , ammonium formate, and isocyanides 2 afforded formamides 3 , which were dehydrated to the corresponding isocyanides 4 . Upon treatment with n-butyllithium, compounds 4 cyclized to spiroimidazolones 6 , via the carbanions 5 . A series of 2,3-disubstituted spiroimidazolones 8 was obtained by reacting 5 with aldehydes 7 . |
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