Palladium-Catalyzed One-Pot Approach to 3-(Diarylmethylene)oxindoles from Propiolamidoaryl Triflate

Molecules. 2015 Aug 3;20(8):14022-32. doi: 10.3390/molecules200814022.

Abstract

3-(Diarylmethylene)oxindoles have been synthesized from propiolamidoaryl triflate utilizing a palladium-catalyzed one-pot reaction consisting of three successive reactions: Sonogashira, Heck, and Suzuki-Miyaura. This method allows for the production of a complex skeleton of 3-(diarylmethylene)oxindole from propiolamidoaryl triflate using a commercially available aryl iodide and arylboronic acid in a simple and efficient way with moderate yield and stereoselectivity.

Keywords: 3-(Diarylmethylene)oxindole; aryl triflate; one-pot reaction; palladium-catalyzed reaction.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anilides / chemical synthesis
  • Anilides / chemistry*
  • Catalysis
  • Chemistry, Organic / methods*
  • Indoles / chemical synthesis*
  • Indoles / chemistry
  • Oxindoles
  • Palladium / chemistry*

Substances

  • Anilides
  • Indoles
  • Oxindoles
  • 2-oxindole
  • Palladium