Abstract

Treatment of 1-(5-acetyl-3,4-dimethythieno[2,3-b]thiophene-2yl)ethanone (1) with dimethylformamide dimethyl acetal afforded enaminone derivative 2, which reacted with amino derivatives to give the corresponding bis-pyrimidine, bis-pyrazole, bis-triazolo-pyrimidine and bis-benzoimidazopyrimidine derivatives.

Highlights

  • In the last 30 years, annulated heterocyclic systems have attracted considerable attention both from a theoretical standpoint and in view of their various practical applications [1-14]

  • This study was undertaken in continuation of our interest in the chemical and biological properties of thienothiophene derivatives [27-29] and our work aimed at the synthesis of a variety of heterocyclic systems for biological and pharmacological evaluation, we have found that

  • Found: C, 66.86; H, 3.57; N, 16.86; S, 12.61

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Summary

Introduction

In the last 30 years, annulated heterocyclic systems have attracted considerable attention both from a theoretical standpoint and in view of their various practical applications [1-14]. Enaminones are valuable intermediates in synthetic organic chemistry [15-18], and Mabkhot and others [19-26]. Have reported a variety of syntheses of heteroaromatics developed using functionally substituted enaminones as readily obtainable building blocks possessing multiple electrophilic and nucleophilic moieties. This study was undertaken in continuation of our interest in the chemical and biological properties of thienothiophene derivatives [27-29] and our work aimed at the synthesis of a variety of heterocyclic systems for biological and pharmacological evaluation, we have found that. 1-(5-acetyl-3,4-dimethylthieno[2,3-b]-thiophene-2-yl) ethanone (1) is a versatile, readily accessible building block for the synthesis of several new bis-heterocyclic compounds

Results and Discussion
General
General Procedure for the Reaction of Compound 2 with Hydrazine Derivatives
General Procedure for the Synthesis of Compounds 6 and 7
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