Synthesis of substituted pyridines from 1,2-nucleophilic addition products of functionalized N-acyl-2,3-dihydropyridones

GÜZEL M., Watts J., Mcgilvary M., Wright M., Kiren S.

Tetrahedron Letters, cilt.56, sa.38, ss.5275-5277, 2015 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 56 Sayı: 38
  • Basım Tarihi: 2015
  • Doi Numarası: 10.1016/j.tetlet.2015.07.045
  • Dergi Adı: Tetrahedron Letters
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.5275-5277
  • Anahtar Kelimeler: Substituted pyridines, N-Acyl-2,3-dihydropyridones, Oxidative aromatization, Chloranil, 1,2-Nucleophilic addition
  • İstanbul Medipol Üniversitesi Adresli: Evet

Özet

Abstract We describe herein a general and efficient synthetic approach toward substituted pyridines from functionalized N-acyl-2,3-dihydropyridones in two steps; 1,2-addition with organocerium reagents and subsequent oxidative aromatization with chloranil. This strategy allows the generation of pyridines with various substitution patterns and introduces a variety of substituents including aryl, alkyl, alkynyl, alkenyl, and heteroaryl groups at the desired positions.