In the present work we describe the synthetic routes for preparing unprecedented 2,5-diamido 5-membered heterocycles based on the thiophene, pyrrole and furan rings exploiting Curtius-like rearrangement reactions. Conformational analysis performed for the 2,5-diamidothiophene derivatives displayed a “closed” conformation, in which the two carbonyl O atoms are in close contact with the thiophen S atom.
2,5-Diamide-substituted five-membered heterocycles: Challenging molecular synthons / Fabbro, Chiara; Armani, Simone; Carloni, Laure Elie; De Leo, Federica; Wouters, Johan; Bonifazi, Davide. - In: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1434-193X. - 2014:25(2014), pp. 5487-5500. [10.1002/ejoc.201402654]
2,5-Diamide-substituted five-membered heterocycles: Challenging molecular synthons
FABBRO, CHIARA;ARMANI, SIMONE;BONIFAZI, DAVIDE
2014-01-01
Abstract
In the present work we describe the synthetic routes for preparing unprecedented 2,5-diamido 5-membered heterocycles based on the thiophene, pyrrole and furan rings exploiting Curtius-like rearrangement reactions. Conformational analysis performed for the 2,5-diamidothiophene derivatives displayed a “closed” conformation, in which the two carbonyl O atoms are in close contact with the thiophen S atom.Pubblicazioni consigliate
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