Hypervalent iodine in synthesis 93. A facile synthesis of 2-substituted imidazo[1,2-a]pyrimidines by cyclocondensation of alkynyl(phenyl)iodonium salts and 2-aminopyrimidine

Liu Zhi, Zhen-Chu Chen, Qinguo Zheng

Research output: Contribution to journalArticle

Abstract

Simple stirring of a mixture of the alkynyl(phenyl)iodonium salts 1 with 2-aminopyrimidine 2 in chloroform under reflux for two hours in the presence of K2CO3 gave, after workup, the 2-substituted imidazo[1,2-]pyrimidines 3 in moderate to good yields. A possible mechanism for the formation of 3 involves the intramolecular cyclization of the intermediate alkylidenecarbene 6.
Original languageEnglish
Pages (from-to)909-911
Number of pages3
JournalJournal of Heterocyclic Chemistry
Volume40
Issue number5
DOIs
Publication statusPublished - Sep 2003

Keywords

  • alkynyl(phenyl)iodonium salts 1
  • 2-aminopyrimidine 2 in chloroform
  • reflux
  • K2CO3
  • 2-substituted imidazo[1
  • 2-]pyrimidines 3
  • intramolecular cyclization
  • intermediate alkylidenecarbene 6

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