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Keywords:

  • alkenes;
  • C[BOND]C cross-coupling;
  • green chemistry;
  • iron catalysis;
  • Mizoroki–Heck reaction;
  • picolinic acid

Abstract

In the presence of iron(II) chloride (FeCl2; 20 mol%) and potassium tert-butoxide (t-BuOK; 4 equiv.) in dimethyl sulfoxide (DMSO), aryl and heteroaryl iodides undergo stereoselective Mizoroki–Heck C[BOND]C cross-coupling reactions with styrenes at 60 °C giving the corresponding (E)-alkenes. The best yields are obtained upon adding a ligand (80 mol%) such as proline or picolinic acid. Aryl bromides and pyridinyl bromides are also coupled with styrenes but in lower yields.