Consecutive three-component synthesis of 3-(hetero)aryl-1H-pyrazoles with propynal diethylacetal as a three-carbon building block

Molecules. 2011 Nov 7;16(11):9340-56. doi: 10.3390/molecules16119340.

Abstract

A novel consecutive three-component synthesis of 3-(hetero)aryl-1H-pyrazoles via room temperature Sonogashira arylation of propynal diethylacetal used as a propargyl aldehyde synthetic equivalent has been disclosed. The final acetal cleavage-cyclocondensation with hydrazine hydrochloride at 80 °C rapidly furnishes the title compounds in a one-pot fashion.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetals / chemistry*
  • Carbon / chemistry*
  • Iodides / chemistry
  • Molecular Structure
  • Pyrazoles / chemical synthesis*
  • Pyrazoles / chemistry*

Substances

  • Acetals
  • Iodides
  • Pyrazoles
  • Carbon