Aryne cycloaddition with 3-oxidopyridinium species

Org Biomol Chem. 2012 Dec 7;10(45):8975-84. doi: 10.1039/c2ob26519b. Epub 2012 Sep 13.

Abstract

The [3 + 2] cycloaddition of arynes with 3-oxidopyridinium species is examined using the Kobayashi benzyne precursor. The reaction affords a bicyclo[3.2.1] skeleton under mild conditions. A [7 + 2] cycloaddition mode with a subsequent pyridine ring-opening event has also been observed.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzene Derivatives / chemistry*
  • Cycloaddition Reaction
  • Pyridinium Compounds / chemical synthesis*
  • Pyridinium Compounds / chemistry*

Substances

  • Benzene Derivatives
  • Pyridinium Compounds
  • benzyne