Scopus
A New Strategy for the Synthesis of 4-Propargyl-Substituted 1H-Pyrroles from N-(5-phenyl-2,4-pentadiynyl) β-Enaminones
ChemistrySelect · Ekim 2019
Makale Bilgileri
DergiChemistrySelect
Yayın TarihiEkim 2019
Cilt / Sayfa4 · 11043-11047
Scopus ID2-s2.0-85074134783
Özet
A new method for the synthesis of 4-propargyl-substituted 1H-pyrroles is described. When treated with sodium hydride in refluxing dichloromethane, N-(5-phenyl-2,4-pentadiynyl) β-enaminones, synthesized by the coupling of N-propargylic β-enaminones with phenylacetylene, afforded 4-propargyl-substituted pyrrole derivatives. This conversion was general for a variety of N-(5-phenyl-2,4-pentadiynyl) β-enaminones and displayed broad functional group tolerance. During the reaction, not only cyclization of linear precursors to pyrrole ring takes place, but also propargyl group is introduced to pyrrole core in one-pot. The enrichment of pyrrole compounds with a propargyl unit might exhibit potential for the synthesis of heterocyclic molecules of pharmacological interest.
Yazarlar (2)
1
Elif Ozyilmaz
2
Metin Zora
ORCID: 0000-0001-7764-2288
Anahtar Kelimeler
alkynes
heterocycles
N-propargylic β-enaminones
nucleophilic cyclization
propargyl group
pyrroles
Kurumlar
Middle East Technical University (METU)
Ankara Turkey
Metrikler
11
Atıf
2
Yazar
6
Anahtar Kelime