I2-Catalyzed C-O Bond Formation and Dehydrogenation: Facile Synthesis of Oxazolines and Oxazoles Controlled by Bases

Org Lett. 2015 Aug 7;17(15):3914-7. doi: 10.1021/acs.orglett.5b01933. Epub 2015 Jul 30.

Abstract

A general method for the synthesis of oxazolines and oxazoles was developed through I2-catalyzed C-O bond formation and dehydrogenation with the same oxidant, TBHP. By simply tuning reaction bases, either oxazolines or oxazoles were selectively produced from β-acylamino ketones.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Combinatorial Chemistry Techniques
  • Iodine / chemistry*
  • Ketones / chemistry*
  • Molecular Structure
  • Oxazoles / chemical synthesis*
  • Oxazoles / chemistry

Substances

  • Ketones
  • Oxazoles
  • Iodine