Continuous-flow synthesis of monoarylated acetaldehydes using aryldiazonium salts

J Am Chem Soc. 2012 Aug 1;134(30):12466-9. doi: 10.1021/ja305660a. Epub 2012 Jul 19.

Abstract

Anilines and ethyl vinyl ether can be used as precursors for a process that is the synthetic equivalent of the α-arylation of acetaldehyde enolate. The reaction manifests a high level of functional group compatibility, allowing the ready preparation of a number of synthetically valuable compounds.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Acetaldehyde / chemical synthesis*
  • Acetaldehyde / chemistry
  • Aniline Compounds / chemistry*
  • Chemistry Techniques, Synthetic / methods
  • Ethyl Ethers / chemistry*
  • Hydrocarbons, Aromatic / chemistry*

Substances

  • Aniline Compounds
  • Ethyl Ethers
  • Hydrocarbons, Aromatic
  • ethyl vinyl ether
  • Acetaldehyde