DOI

Three-component [2+2+1] gold(I)-catalyzed reaction of internal alkynes (alkynyl esters or -ketones), nitriles, and 2-chloropyridine N-oxide led to a wide range of fully substituted 1,3-oxazoles (32 examples; up to 92% isolated yields). Nitrile R 3 CN species, employed in the reaction as both reactants and solvents, comprise conventional nitriles (R 3 =Alk, Ar) and also push-pull systems such as cyanamides (R 3 =NH 2 and NAlk 2 ) and the thiocyanate (R 3 =SPr). The advantages of the developed method include mild reaction conditions, high functional-group tolerance, broad range of substituents R 1 /R 3 along with a possibility of easy modification of COR 2 or the amino group when R 1 =NH 2 . (Figure presented.).

Original languageEnglish
Pages (from-to)2926-2935
Number of pages10
JournalAdvanced Synthesis and Catalysis
Volume361
Issue number12
DOIs
StatePublished - 18 Jun 2019

    Scopus subject areas

  • Catalysis
  • Organic Chemistry

    Research areas

  • Heterocycles, Homogeneous catalysis, Oxidation, Gold catalysts, Synthetic methods, ROOM-TEMPERATURE, CATALYSIS, COMPLEXES, TERMINAL ALKYNES, Gold catalysts, HYDRATION, REGIOSELECTIVE SYNTHESIS, BIOLOGICAL EVALUATION, Oxidation, OXO GOLD CARBENES, 2,5-DISUBSTITUTED OXAZOLES, DERIVATIVES

ID: 41786828