Generation of diverse 2-pyrones via palladium-catalyzed site-selective Suzuki-Miyaura couplings of 3-bromo-4-tosyloxy-2-pyrone

Org Biomol Chem. 2011 Sep 21;9(18):6265-70. doi: 10.1039/c1ob05783a. Epub 2011 Jul 26.

Abstract

Based on different reactivity of the (pseudo)halide substituents in the 2-pyrone (3-Br and 4-OTs), palladium-catalyzed sequential site-selective Suzuki-Miyaura cross-coupling reactions of 3-bromo-6-methyl-4-tosyloxy-2-pyrone are described, which afford the diverse 2-pyrones in good yields.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Bromine / chemistry*
  • Catalysis
  • Palladium / chemistry*
  • Pyrones / chemical synthesis*
  • Pyrones / chemistry

Substances

  • Pyrones
  • Palladium
  • Bromine