Oxidative reaction of 2-aminopyridine-3-sulfonyl chlorides with tertiary amines

Huiping Wei, Gaigai Wang, Binbin Li, Jianjun Huang, Haiyan Li, Olga P. Pereshivko, Vsevolod A. Peshkov

Research output: Contribution to journalArticlepeer-review

Abstract

2-Aminopyridine-3-sulfonyl chlorides undergo a reaction with tertiary amines in the presence of air to produce sulfonylethenamines. The 2-aminopyridine-3-sulfonyl chloride apparently plays a dual role in the process promoting the aerobic oxidation of the amine and electrophilically trapping the resulting enamine.

Original languageEnglish
Pages (from-to)333-337
Number of pages5
JournalHeterocyclic Communications
Volume22
Issue number6
DOIs
Publication statusPublished - Dec 1 2016
Externally publishedYes

Keywords

  • Aerobic oxidation
  • amines
  • enamines
  • Hinsberg reaction
  • sulfonyl chlorides

ASJC Scopus subject areas

  • Organic Chemistry

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