An Expedient Synthesis of Functionalized Pyrazole‐Based Aurone Analogs

Author:

Myshko Andrii1,Mrug Galyna1ORCID,Kondratyuk Kostyantyn1ORCID,Demydchuk Bohdan1ORCID,Bondarenko Svitlana2ORCID,Frasinyuk Mykhaylo1ORCID

Affiliation:

1. Department of Chemistry of Bioactive Nitrogen Heterocyclic Bases V. P. Kukhar Institute of Bioorganic Chemistry and Petrochemistry National Academy of Science of Ukraine Kyiv 02094 Ukraine

2. Department of Food Chemistry National University of Food Technologies Kyiv 01601 Ukraine

Abstract

AbstractThe efficient methods for the synthesis of pyrazole‐based aurones were developed. It was shown that reaction of benzofuran‐3(2H)‐ones with 1H‐pyrazole‐3(5)/4‐carboxaldehydes or 4‐[(dimethylamino)methylene]‐2,4‐dihydro‐3H‐pyrazol‐3‐ones led to formation of the 2‐pyrazolylmethylene‐1‐benzofuran‐3(2H)‐ones or 2‐[(3(5)‐hydroxy‐1H‐pyrazol‐4‐yl)methylene]‐1‐benzofuran‐3(2H)‐ones respectively while the reaction of 2‐[(dimethylamino)methylene]‐1‐benzofuran‐3(2H)‐ones with 1‐methyl‐5‐aminopyrazoles led to formation of 2‐[(5‐amino‐1‐methyl‐1H‐pyrazol‐4‐yl)methylene]‐1‐benzofuran‐3(2H)‐ones and 1‐methyl‐1H‐[1]benzofuro[3,2‐b]pyrazolo[4,3‐e]pyridines as minor products.

Publisher

Wiley

Subject

General Chemistry

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