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

Résultats de recherche: Contribution à un journal/une revueArticle

Résumé

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.

langue originaleAnglais
Pages (de - à)5487–5500
Nombre de pages14
journalEuropean Journal of Organic Chemistry
Volume2014
Numéro de publication25
Les DOIs
étatPublié - 2014

Empreinte digitale

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

Citer ceci

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title = "2,5-Diamide-substituted five-membered heterocycles: Challenging molecular synthons",
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.",
keywords = "Amides, Conformation analysis, Furans, Heterocycles, Pyrroles, Rearrangement, Thiophenes",
author = "Chiara Fabbro and Simone Armani and Carloni, {Laure Elie} and {De Leo}, Federica and Johan Wouters and Davide Bonifazi",
year = "2014",
doi = "10.1002/ejoc.201402654",
language = "English",
volume = "2014",
pages = "5487–5500",
journal = "European Journal of Organic Chemistry",
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publisher = "Wiley-VCH Verlag",
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TY - JOUR

T1 - 2,5-Diamide-substituted five-membered heterocycles: Challenging molecular synthons

AU - Fabbro, Chiara

AU - Armani, Simone

AU - Carloni, Laure Elie

AU - De Leo, Federica

AU - Wouters, Johan

AU - Bonifazi, Davide

PY - 2014

Y1 - 2014

N2 - 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.

AB - 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.

KW - Amides

KW - Conformation analysis

KW - Furans

KW - Heterocycles

KW - Pyrroles

KW - Rearrangement

KW - Thiophenes

UR - http://www.scopus.com/inward/record.url?scp=84904530888&partnerID=8YFLogxK

U2 - 10.1002/ejoc.201402654

DO - 10.1002/ejoc.201402654

M3 - Article

VL - 2014

SP - 5487

EP - 5500

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

SN - 1434-193X

IS - 25

ER -