Novel synthesis of new 1,2,4-trithioles by reductive coupling of benzoyldithioacetic acid derivatives mediated by SmI2

Abstract

1,2,4-trithioles 2a-e ave readily obtained in good yields by dimerization of benzoyldithioacetic acid derivatives using samarium diiodide as a promotor under very mild conditions. The structures of compounds 2a-e were determined by IR, H-1, and C-13 NMR spectroscopies using heteronuclear multiple bond correlation, heteronuclear multiple quantum correlation, and nuclear Overhauser enhancement spectroscopy experiments, mass spectrometry, and, in the case of 2a, the structure was confirmed by single-crystal X-ray diffraction studies. (C) 2000 John Wiley & Sons, Inc.