Organic ligand-free alkylation of amines, carboxamides, sulfonamides, and ketones by using alcohols catalyzed by heterogeneous Ag/Mo oxides

Chemistry. 2011 Jan 17;17(3):1021-8. doi: 10.1002/chem.201001915. Epub 2010 Nov 9.

Abstract

Complicated and expensive organic ligands are normally essential in fine chemical synthesis at preparative or industrial levels. The synthesis of fine chemicals by using heterogeneous catalyst systems without additive organic ligand is highly desirable but severely limited due to their poor generality and rigorous reaction conditions. Here, we show the results of carbon-nitrogen or carbon-carbon bond formation catalyzed by an Ag/Mo hybrid material with specific Ag(6) Mo(10) O(33) crystal structure. 48 nitrogen- or oxygen-containing compounds, that is, amines, carboxamides, sulfonamides, and ketones, were successfully synthesized through a borrowing-hydrogen mechanism. Up to 99 % isolated yields were obtained under relatively mild conditions without additive organic ligand. The catalytic process shows promise for the efficient and economic synthesis of amine, carboxamide, sulfonamide, and ketone derivatives because of the simplicity of the system and ease of operation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alcohols / chemistry*
  • Alkylation
  • Amines / chemistry*
  • Catalysis
  • Ketones / chemistry*
  • Ligands
  • Molecular Structure
  • Molybdenum / chemistry*
  • Silver / chemistry*
  • Stereoisomerism
  • Sulfonamides / chemistry*

Substances

  • Alcohols
  • Amines
  • Ketones
  • Ligands
  • Sulfonamides
  • Silver
  • Molybdenum