Abstract

Efficient synthesis of novel bis(dihydropyrano[2,3c]pyrazoles), bis(4H-chromenes) and bis(dihydropyrano[3,2-c]chromenes) with amide functionality

Highlights

  • The amide group is one of the most popular and reliable functionalities in organic chemistry

  • The favorable properties of amide groups, such as high polarity, stability and conformational diversity stimulated authors to search for improved methods for the synthesis of novel amide-based molecules.[1,2,3,4,5,6,7]

  • We reported extensively on the Michael addition reaction[23,24,25,26] as well as the chemistry of bis-(heterocycles) whose heterocyclic moieties were linked via different aliphatic and aromatic spacers.[8,24,26,27,28,29,30,31,32,33]

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Summary

Introduction

The amide group is one of the most popular and reliable functionalities in organic chemistry. A subsequent MCR of 12a with two equivalents of both of malononitrile and 5-methyl-2,4-dihydro-3Hpyrazol-3-one or dimedone in ethanol heated at reflux in the presence of piperidine gave bis(1,4dihydropyrano[2,3-c]pyrazole-5-carbonitrile) 8a and bis(4H-chromene-3-carbonitrile) 9a in 82 and 65% yields, respectively.

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