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Rapid Construction of an Imidazo[4,5-b]pyridine Skeleton from 2-Chloro-3-nitropyridine via Tandem Reaction in H2O-IPA Medium.
Padmaja, R D; Devi C, Vishnu; Mukku, Narasimharao; Chanda, Kaushik; Maiti, Barnali.
Afiliación
  • Padmaja RD; Department of Chemistry, School of Advanced Sciences, Vellore Institute of Technology, Vellore 632014, India.
  • Devi C V; Department of Chemistry, School of Advanced Sciences, Vellore Institute of Technology, Vellore 632014, India.
  • Mukku N; Department of Chemistry, School of Advanced Sciences, Vellore Institute of Technology, Vellore 632014, India.
  • Chanda K; Department of Chemistry, School of Advanced Sciences, Vellore Institute of Technology, Vellore 632014, India.
  • Maiti B; Department of Chemistry, School of Advanced Sciences, Vellore Institute of Technology, Vellore 632014, India.
ACS Omega ; 3(4): 4583-4590, 2018 Apr 30.
Article en En | MEDLINE | ID: mdl-31458681
A highly efficient, clean, and simple procedure for the synthesis of a privilege imidazo[4,5-b]pyridine scaffold from 2-chloro-3-nitropyridine in combination with environmentally benign H2O-IPA as a green solvent is presented. The scope of the novel method has been demonstrated through the tandem sequence of SNAr reaction with substituted primary amines followed by the in situ nitro group reduction and subsequent heteroannulation with substituted aromatic aldehydes to obtain functionalized imidazo[4,5-b]pyridines with only one chromatographic purification step. The synthesis pathway appears to be green, simple, and superior compared with other already reported procedures, with the high abundance of reagents and great ability in expanding the structural diversity.

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: ACS Omega Año: 2018 Tipo del documento: Article País de afiliación: India Pais de publicación: Estados Unidos

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: ACS Omega Año: 2018 Tipo del documento: Article País de afiliación: India Pais de publicación: Estados Unidos