AlMe(3)-promoted formation of amides from acids and amines

Org Lett. 2012 Jan 6;14(1):214-7. doi: 10.1021/ol203007s. Epub 2011 Dec 7.

Abstract

In the presence of AlMe(3), amines can be directly coupled with acids through dimethylaluminum amide intermediates to form the corresponding amides. A wide range of amines and acids including less nucleophilic amines, bulky amines, unprotected secondary amino acids, and acids with poor solubility were coupled smoothly to give the desired products in 55-98% yields.

MeSH terms

  • Acids / chemistry*
  • Aluminum / chemistry*
  • Amides / chemical synthesis*
  • Amines / chemistry*
  • Molecular Structure
  • Organometallic Compounds / chemistry*

Substances

  • Acids
  • Amides
  • Amines
  • Organometallic Compounds
  • Aluminum