Indium-Catalyzed Direct Conversion of Lactones into Thiolactones Using a Disilathiane as a Sulfur Source

Molecules. 2018 Jun 2;23(6):1339. doi: 10.3390/molecules23061339.

Abstract

An indium-catalyzed reaction of lactones and a disilathiane leading to thiolactones is described. The direct synthesis of thiolactones from lactones with an appropriate sulfur source is one of the most attractive approaches in organic and pharmaceutical chemistry. In this context, we found an indium-catalyzed direct conversion of lactones into thiolactones in the presence of elemental sulfur and a hydrosilane via formation of the disilathiane in situ. On the basis of the previous reaction, the application utilizing the disilathiane as a sulfur source was performed herein for the efficient synthesis of a variety of thiolactone derivatives from lactones by an indium catalyst.

Keywords: disilathiane; indium catalyst; lactones; thiolactones.

MeSH terms

  • Catalysis
  • Chromatography, Gel
  • Indium / chemistry*
  • Lactones / chemistry*
  • Proton Magnetic Resonance Spectroscopy
  • Spectrometry, Mass, Electrospray Ionization
  • Sulfhydryl Compounds / chemistry*
  • Sulfur / chemistry*

Substances

  • Lactones
  • Sulfhydryl Compounds
  • Indium
  • Sulfur