Efficient approach to 2-hydroxy-2,3-dihydrofuran derivatives and its application for the synthesis of novel 4-(1H-pyrazol-4-yl)pyridazines

Org Biomol Chem. 2015 May 7;13(17):4976-80. doi: 10.1039/c5ob00163c.

Abstract

A highly efficient method for the synthesis of 2-hydroxy-2,3-dihydrofuran derivatives from 1,4-enediones and phenacyl pyridinium halides via a domino reaction has been developed. This is a simple and beneficial strategy for the construction of 2-hydroxy-2,3-dihydrofuran compounds from readily available starting materials under mild conditions. Moreover, the application of this reaction provides a straightforward and practical route for the synthesis of the novel 4-(1H-pyrazol-4-yl)pyridazine skeleton.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Crystallography, X-Ray
  • Furans / chemistry*
  • Hydrocarbons, Halogenated / chemistry*
  • Ketones / chemistry*
  • Models, Molecular
  • Molecular Structure
  • Pyrazoles / chemical synthesis*
  • Pyrazoles / chemistry
  • Pyridazines / chemical synthesis*
  • Pyridazines / chemistry
  • Pyridinium Compounds / chemistry*

Substances

  • Furans
  • Hydrocarbons, Halogenated
  • Ketones
  • Pyrazoles
  • Pyridazines
  • Pyridinium Compounds