Tandem Blaise-alkenylation with unactivated alkynes: one-pot synthesis of alpha-vinylated beta-enaminoesters from nitriles

Org Lett. 2009 Aug 6;11(15):3414-7. doi: 10.1021/ol901241s.

Abstract

The in situ generated Blaise reaction intermediate, a zinc bromide complex of beta-enaminoester, reacts with various unactivated terminal alkynes and an internal alkyne under mild conditions to afford alpha-vinylated beta-enaminoesters in good to excellent yields.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkynes / chemistry*
  • Bromides / chemistry
  • Nitriles / chemistry*
  • Zinc Compounds / chemistry

Substances

  • Alkynes
  • Bromides
  • Nitriles
  • Zinc Compounds
  • zinc bromide