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Letters in Organic Chemistry

Author(s): Gholamhassan Imanzadeh*, Samira Zolfagharzadeh and Zahra Soltanzadeh

DOI: 10.2174/1570178617999200818170632

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Solvent-Free Three Component Synthesis of N-alkylated Derivatives of N-Acylhydrazones from Hydrazides, Aldehydes and α,β-unsaturated Esters

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Abstract

A number of new N-alkylated derivatives of N-acylhydrazones have been prepared via one pot three-component reaction between hydrazide, aldehyde, and α,β-unsaturated ester using 1,4-diazabicyclo[ 2,2,2]octane (DABCO), as an inexpensive base and tetrabutylammonium bromide (TBAB), an ionic organic salt media, under solvent-free conditions. In case of 2-hydroxy benzaldehyde, the reaction proceeds with the exclusive formation of the N-alkyl derivative without any concurrent O-alkylation side reaction.

Keywords: N-alkylated derivatives of N-acylhydrazones, three component synthesis, solvent-free reaction, ionic organic salt media, α, β-unsaturated ester.

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