Bi(OTf)3-Catalyzed Multicomponent α-Amidoalkylation Reactions

J Org Chem. 2015 Jun 19;80(12):6193-212. doi: 10.1021/acs.joc.5b00662. Epub 2015 Jun 1.

Abstract

A bismuth(III) triflate catalyzed three-component synthesis of α-substituted amides starting from amides, aldehydes, and (hetero)arenes is reported. The reaction has a broad substrate scope, encompassing formaldehyde as well as aryl and alkyl aldehydes. Low catalyst loadings are required, and water is formed as the only side product. The scope and limitation of this method will be discussed.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aldehydes / chemistry*
  • Alkylation
  • Amines / chemistry*
  • Benzamides / chemistry*
  • Catalysis
  • Ketones / chemistry*
  • Mesylates / chemistry*
  • Molecular Structure

Substances

  • Aldehydes
  • Amines
  • Benzamides
  • Ketones
  • Mesylates
  • Bi(OTf)3