2,5-Diamide-substituted five-membered heterocycles: Challenging molecular synthons

Chiara Fabbro, Simone Armani, Laure Elie Carloni, Federica De Leo, Johan Wouters, Davide Bonifazi

Research output: Contribution to journalArticle

Abstract

We describe synthetic routes for preparing previously unknown 2,5-diamide-substituted five-membered heterocycles based on the thiophene, pyrrole, and furan ring systems by exploiting Curtius-like rearrangement reactions. Conformation analysis of the 2,5-diamidothiophene derivatives identified a "closed" conformation, in which the two carbonyl O atoms are in close contact with the thiophene S atom.

Original languageEnglish
Pages (from-to)5487–5500
Number of pages14
JournalEuropean Journal of Organic Chemistry
Volume2014
Issue number25
DOIs
Publication statusPublished - 2014

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Diamide
Thiophenes
thiophenes
Conformations
Atoms
Pyrroles
furans
pyrroles
atoms
routes
Derivatives
rings
furan

Keywords

  • Amides
  • Conformation analysis
  • Furans
  • Heterocycles
  • Pyrroles
  • Rearrangement
  • Thiophenes

Cite this

Fabbro, Chiara ; Armani, Simone ; Carloni, Laure Elie ; De Leo, Federica ; Wouters, Johan ; Bonifazi, Davide. / 2,5-Diamide-substituted five-membered heterocycles: Challenging molecular synthons. In: European Journal of Organic Chemistry. 2014 ; Vol. 2014, No. 25. pp. 5487–5500.
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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, Vol. 2014, No. 25, 2014, p. 5487–5500.

Research output: Contribution to journalArticle

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AU - Armani, Simone

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AU - De Leo, Federica

AU - Wouters, Johan

AU - Bonifazi, Davide

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