Regioselective oxidation of 2-amino-3-aroyl-4,5-dialkylthiophenes by DMSO

Bioorg Med Chem Lett. 2004 Feb 23;14(4):929-33. doi: 10.1016/j.bmcl.2003.12.010.

Abstract

Solutions of 2-amino-3-aroyl-4,5-dialkylthiophenes in DMSO (dimethyl sulfoxide) undergo regioselective oxidation of benzylic carbon under mild conditions. We describe three examples and propose a mechanism for oxidation.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Dimethyl Sulfoxide / chemistry*
  • Molecular Structure
  • Oxidation-Reduction
  • Thiophenes / chemistry*

Substances

  • ATL-525
  • ATL-527
  • Thiophenes
  • PD 81723
  • Dimethyl Sulfoxide