Efficient 2-aryl benzothiazole formation from aryl ketones and 2-aminobenzenethiols under metal-free conditions

Org Lett. 2012 Dec 7;14(23):6004-7. doi: 10.1021/ol302902e. Epub 2012 Nov 14.

Abstract

2-Aryl benzothiazole formation from aryl ketones and 2-aminobenzenethiols under metal- and I(2)-free conditions was described. Various 2-aryl benzothiazoles were selectively obtained in good yields using molecular oxygen as oxidant. DMSO played an important role in this transformation. Functional groups such as methyl, methoxy, fluoro, chloro, bromo and nitro groups were tolerated under the optimized reaction conditions.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzothiazoles / chemical synthesis*
  • Benzothiazoles / chemistry
  • Catalysis
  • Combinatorial Chemistry Techniques
  • Dimethyl Sulfoxide
  • Ketones / chemistry*
  • Molecular Structure
  • Sulfanilic Acids / chemistry*

Substances

  • Benzothiazoles
  • Ketones
  • Sulfanilic Acids
  • 4-sulfanilic acid
  • Dimethyl Sulfoxide