Synthesis of dimethyl aryl acylsulfonium bromides from aryl methyl ketones in a DMSO-HBr system

Molecules. 2013 Dec 16;18(12):15717-23. doi: 10.3390/molecules181215717.

Abstract

A new, simplified method for the synthesis of dimethyl aryl acylsulfonium salts has been developed. A series of dimethyl aryl acylsulfonium bromides were prepared by the reaction of aryl methyl ketones with hydrobromic acid and dimethylsulfoxide (DMSO). This sulfonium salt confirms that bromine production and the bromination reaction take place in the DMSO-HBr oxidation system. What's more, it is also a key intermediate for the synthesis of arylglyoxals.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Bromides / chemical synthesis
  • Bromides / chemistry*
  • Dimethyl Sulfoxide / chemistry
  • Ketones / chemistry*

Substances

  • Bromides
  • Ketones
  • Dimethyl Sulfoxide