4.7 Article

Sodium Salts (NaI/NaBr/NaCl) for the Halogenation of Imidazo-Fused Heterocycles

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 84, Issue 2, Pages 792-805

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.8b02637

Keywords

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Funding

  1. Department of Science and Technology, Govt. of India
  2. DST, Government of India [EMR/2016/000010, EMR/2016/004944]
  3. CSIR-CSMCRI [MLP-027, OLP-088]

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We report herein an effective method for the halogenation of imidazo-fused heterocycles using readily available sodium salts (NaCl/NaBr/NaI) as halogen source and K2S2O8 (or) oxone as promoter. A variety of C-3 halogenated imidazo[1,2-a]pyridines and benzo[d]imidazo[2,1-b]thiazoles were obtained in good to excellent yields. The present method of halogenation has been also extended to 2-aminopyridines, 2-aminopyrimidine, indole, and isoquinoline with moderate to excellent yields.

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