DABCO catalyzed cross-Rauhut-Currier/transesterification reactions of activated alkenes with phenyl acrylates: scope and mechanistic insight

Org Biomol Chem. 2014 Feb 7;12(5):832-5. doi: 10.1039/c3ob41763h. Epub 2013 Dec 11.

Abstract

DABCO catalyzed the cross-Rauhut-Currier/transesterification reaction of α-cyano-α,β-unsaturated ketones and aryl acrylates was discovered. The reaction rate law was determined by an integral method under pseudo-first-order reaction conditions, which assisted in proposing the mechanism of cross-Rauhut-Currier reaction promoted by Brønsted acid and establishing the rate-determining step.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acrylates / chemistry*
  • Alkenes / chemistry*
  • Catalysis
  • Esterification
  • Kinetics
  • Piperazines / chemistry*

Substances

  • Acrylates
  • Alkenes
  • Piperazines
  • triethylenediamine