Metal- and Additive-Free C3-Functionalization of Imidazo[1,2-a]pyridines with para-Quinone Methides

Lafzi F., KILIÇ H.

ASIAN JOURNAL OF ORGANIC CHEMISTRY, vol.10, no.7, pp.1814-1821, 2021 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 10 Issue: 7
  • Publication Date: 2021
  • Doi Number: 10.1002/ajoc.202100313
  • Journal Name: ASIAN JOURNAL OF ORGANIC CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Applied Science & Technology Source, Chemical Abstracts Core, Index Chemicus (IC), Current Chemical Reactions (CCR)
  • Page Numbers: pp.1814-1821
  • Keywords: Imidazo[1, 2-a]pyridine, HFIP, para-quinone methide, zolimidine, 1, 6-nucleophilic addition, 1,6-CONJUGATE ADDITION, CATALYST, EFFICIENT, ACCESS
  • Ataturk University Affiliated: Yes

Abstract

Metal- and additive-free C3-alkylation of imidazo[1,2-a]pyridines with para-quinone methides (p-QMs) has been realized. 1,6-Nucleophilic addition of imidazopyridines to p-QMs were carried out under mild conditions in very excellent yields. Furthermore, we performed late-stage drug functionalization for zolimidine. All transformations proceeded with broad substrate scope and good functional group tolerance.