A new one-pot, four-component synthesis of 1,2-amino alcohols: TiCl3/t-BuOOH-mediated radical hydroxymethylation of imines

Org Lett. 2008 Nov 6;10(21):5063-6. doi: 10.1021/ol802244n. Epub 2008 Oct 15.

Abstract

An amine, an aldehyde, and methanol can be readily assembled in one pot under very mild conditions through a free-radical multicomponent reaction by using an aqueous acidic TiCl3/t-BuOOH system to afford 1,2-amino alcohols in fair to excellent yields.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aldehydes / chemistry
  • Amino Alcohols / chemical synthesis*
  • Amino Alcohols / chemistry
  • Butanols / chemistry*
  • Free Radicals / chemistry
  • Hydroxylation
  • Imines / chemistry*
  • Methylation
  • Molecular Structure
  • Thallium / chemistry*

Substances

  • Aldehydes
  • Amino Alcohols
  • Butanols
  • Free Radicals
  • Imines
  • thallium chloride
  • Thallium