2-Chloropyridazin-3(2H)-ones as electrophilic chlorinating agents: Effective α-chlorination of active methylene/methine compounds

Yong Dae Park, Jeum Jong Kim, Su Dong Cho, Sang Gyeong Lee, J R Falck, Yong Jin Yoon

Research output: Contribution to journalArticle

22 Scopus citations

Abstract

2,4,5-Trichloro- (2a) and 2,4-dichloro-5-methoxypyridazin-3(2H)-one (2b) are novel electrophilic chlorinating agents. α-Chlorination of active methylene/methine compounds with 2 in the presence of either Lewis or protonic acids in dichloromethane (for Lewis acid) or water (for protonic acid or none) at room temperature gave also selectively α-monochlorides and/or α,α-dichlorides in good to excellent yields.

Original languageEnglish (US)
Pages (from-to)1136-1140
Number of pages5
JournalSynthesis
Issue number7
DOIs
StatePublished - May 2 2005

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Keywords

  • 2,4,5-trichloropyridazin-3(2H)-one
  • Electrophilic chlorinating agent
  • Electrophilic chlorination
  • α-chlorination

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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