Practical and general entry to N-tosyl aryl aldimines promoted by sulfamic acid in water and alcohol

Zhenjiang Li, Xinhua Ren, Yuhu Shi, Pingkai Ouyang

Research output: Contribution to journalArticlepeer-review

10 Scopus citations

Abstract

A practical, indirect procedure composed of a three-component condensation using aromatic aldehydes, p-tosylamide, and sodium p-toluenesulfinate in the presence of sulfamic acid in tap water-alcohol solvents to afford amidosulfones, and the subsequent water two-phase basic elimination of the amidosulfones to N-tosyl arylimines, was developed. The process has little environmental impact, easy workup, mild reaction conditions, and good yields and is amenable to large-scale preparations.

Original languageEnglish
Pages (from-to)713-724
Number of pages12
JournalSynthetic Communications
Volume37
Issue number5
DOIs
StatePublished - Jan 2007

Keywords

  • Aqueous solvent
  • Condensation
  • Sulfamic acid
  • Sulfonamide
  • Sulfonyl imines

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