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  • A microwave-assisted bismuth nitrate-catalyzed unique route toward 1,4-dihydropyridines.

A microwave-assisted bismuth nitrate-catalyzed unique route toward 1,4-dihydropyridines.

Molecules (Basel, Switzerland) (2012-03-07)
Debasish Bandyopadhyay, Stephanie Maldonado, Bimal K Banik
ABSTRACT

The classical Hantzsch reaction is one of the simplest and most economical methods for the synthesis of biologically important and pharmacologically useful 1,4-dihydropyridine derivatives. Bismuth nitrate pentahydrate under microwave irradiation is proven to act as a very efficient catalyst for a one-pot, three-component synthesis of 1,4-dihydropyridines in excellent yields from diverse amines/ammonium acetate, aldehydes and 1,3-dicarbonyl compounds within 1-3 min under solvent-free conditions. The present environmentally benign procedure for the synthesis of 1,4-dihydropyridines is suitable for library synthesis and it will find application in the synthesis of potent biologically active molecules. The excellent yield and extreme rapidity of the method is due to a concurrent effect of the catalyst and microwave irradiation.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Ethyl acetoacetate, Arxada quality, ≥99.0% (GC)
Sigma-Aldrich
Ethyl acetoacetate, natural, ≥97%, FG
Sigma-Aldrich
Ethyl acetoacetate, ReagentPlus®, 99%
Sigma-Aldrich
Ethyl acetoacetate, puriss. p.a., ≥99.0% (GC)
Sigma-Aldrich
Ethyl acetoacetate, ≥99%, FCC, FG