Cobalt-catalyzed C(sp(2))-H alkoxylation of aromatic and olefinic carboxamides

Angew Chem Int Ed Engl. 2015 Jan 2;54(1):272-5. doi: 10.1002/anie.201409751. Epub 2014 Nov 12.

Abstract

The cobalt-catalyzed alkoxylation of C(sp(2) )H bonds in aromatic and olefinic carboxamides has been developed. The reaction proceeded under mild conditions in the presence of Co(OAc)2 ⋅4H2 O as the catalyst and tolerates a wide range of both alcohols and benzamide substrates, including even olefinic carboxamides. In addition, this reaction is the first example of the direct alkoxylation of alkenes through CH bond activation.

Keywords: CH activation; alkoxylation; cobalt; directing groups; transition-metal catalysis.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alcohols / chemistry*
  • Alkenes / chemistry*
  • Amides / chemistry*
  • Catalysis
  • Cobalt / chemistry*
  • Hydrocarbons, Aromatic / chemistry*

Substances

  • Alcohols
  • Alkenes
  • Amides
  • Hydrocarbons, Aromatic
  • alkoxyl radical
  • Cobalt