4.5 Article

Regiodivergent synthesis of functionalized pyrimidines and imidazoles through phenacyl azides in deep eutectic solvents

期刊

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
卷 16, 期 -, 页码 1915-1923

出版社

BEILSTEIN-INSTITUT
DOI: 10.3762/bjoc.16.158

关键词

deep eutectic solvents; imidazoles; phenacyl azides; phenacyl halides; pyrimidines

资金

  1. University of Bari A. Moro [2017A5HXFC_002, SFARMA. RicercaLocale.Vitale Fondi Ateneo 17-18, PernaF.18 FondiAteneo15-16, VitaleP.18 FondiAteneo15-16]
  2. University of Salento [2017A5HXFC_002]
  3. Interuniversity Consortium C.I.N.M.P.I.S. [2017A5HXFC_002]
  4. Ministero dell'Universita e della Ricerca (MIUR-PRIN) [2017A5HXFC_002]

向作者/读者索取更多资源

We report that phenacyl azides are key compounds for a regiodivergent synthesis of valuable, functionalized imidazole (32-98% yield) and pyrimidine derivatives (45-88% yield), with a broad substrate scope, when using deep eutectic solvents [choline chloride (ChCl)/glycerol (1:2 mol/mol) and ChCl/urea (1:2 mol/mol)] as environmentally benign and non-innocent reaction media, by modulating the temperature (25 or 80 degrees C) in the presence or absence of bases (Et3N).

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