Palladium-catalyzed allylation of acidic and less nucleophilic anilines using allylic alcohols directly

Chem Pharm Bull (Tokyo). 2005 Oct;53(10):1266-9. doi: 10.1248/cpb.53.1266.

Abstract

The direct activation of C-O bonds in allylic alcohols by palladium complexes has been accelerated by carrying out the reactions in the presence of titanium(IV) isoproxide and 4 A molecular sieves. The acidic and less nucleophilic anilines such as diphenylamine, phenothiazine, 4-cyanoaniline, and nitroanilines are efficiently allylated under palladium catalysis using allylic alcohols as allylating reagents.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alcohols / chemistry*
  • Allyl Compounds / chemistry*
  • Aniline Compounds / chemical synthesis*
  • Catalysis
  • Molecular Structure
  • Organometallic Compounds
  • Palladium / chemistry*
  • Titanium / chemistry

Substances

  • Alcohols
  • Allyl Compounds
  • Aniline Compounds
  • Organometallic Compounds
  • Palladium
  • titanium isopropoxide
  • Titanium