Synthesis of Five‐Membered Ring Heteroaryl Pyridines from Heteroaryllithium and N‐Ethoxycarbonylpyridinium Chlorides

Long‐Li ‐L Lai, Li‐Hua ‐H Shin, Pen‐Yuan ‐Y Lin, Jy‐Shih ‐S Wang, Min‐Jen ‐J Shiao

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

Furylpyridines, thienylpyridines, and imidazolylpyridines were obtained regioselectively in 40‐67% yields from the reaction of heteroaryllithiums with N‐ethoxycarbonylpyridinium chloride or N‐ethoxycarbonyl‐3‐methylpyridinium chloride in the presence of Cul in a catalytic amount at −78 °C or −50°C, then followed by oxidation. The regioselectivity of this reaction depended upon temperature of the reaction and the nature of heteroaryllithiurn.

Original languageEnglish
Pages (from-to)75-79
Number of pages5
JournalJournal of the Chinese Chemical Society
Volume41
Issue number1
DOIs
Publication statusPublished - 1994
Externally publishedYes

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Pyridines
Chlorides
Regioselectivity
Oxidation
Temperature

Keywords

  • Furylpyridines
  • Heteroarylpyridines
  • Imidazylpyridines
  • N‐Ethoxycarbonylpyridinium chloride
  • Thienylpyridines

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Synthesis of Five‐Membered Ring Heteroaryl Pyridines from Heteroaryllithium and N‐Ethoxycarbonylpyridinium Chlorides. / Lai, Long‐Li ‐L; Shin, Li‐Hua ‐H; Lin, Pen‐Yuan ‐Y; Wang, Jy‐Shih ‐S; Shiao, Min‐Jen ‐J.

In: Journal of the Chinese Chemical Society, Vol. 41, No. 1, 1994, p. 75-79.

Research output: Contribution to journalArticle

Lai, Long‐Li ‐L ; Shin, Li‐Hua ‐H ; Lin, Pen‐Yuan ‐Y ; Wang, Jy‐Shih ‐S ; Shiao, Min‐Jen ‐J. / Synthesis of Five‐Membered Ring Heteroaryl Pyridines from Heteroaryllithium and N‐Ethoxycarbonylpyridinium Chlorides. In: Journal of the Chinese Chemical Society. 1994 ; Vol. 41, No. 1. pp. 75-79.
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AU - Wang, Jy‐Shih ‐S

AU - Shiao, Min‐Jen ‐J

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