Radical mediated C-H functionalization of 3,6-dichloropyridazine: efficient access to novel tetrahydropyridopyridazines

Org Lett. 2015 May 15;17(10):2362-5. doi: 10.1021/acs.orglett.5b00861. Epub 2015 Apr 27.

Abstract

A radical mediated C-H functionalization of 3,6-dichloropyridazine using primary alcohols, t-BuOOH, and TiCl3 to access alkoxy pyridazines is described. This transformation is conducted open to air and on gram scale. A subsequent cyclization step can then be employed to efficiently access diversely substituted tetrahydropyridopyridazines with multiple functional handles.

MeSH terms

  • Cyclization
  • Free Radicals / chemistry*
  • Molecular Structure
  • Pyridazines / chemical synthesis*
  • Pyridazines / chemistry
  • Pyridines / chemical synthesis*
  • Pyridines / chemistry

Substances

  • Free Radicals
  • Pyridazines
  • Pyridines