Abstract

In the present communication, we describe tandem combinations of Suzuki – condensation ring closure reactions to obtain a novel thieno[3 �,2 �:4,5]pyrido[2,3-d]pyridazine ring system. These compounds were studied by tandem mass spectrometry in detail and characteristic fragmentations were observed, which can be useful to confirm the presence of N-substituted pyridazine ring in synthesized compounds.

Highlights

  • In our previous studies[1,2,3,4] we reported the synthesis of fused nitrogen-containing ring systems, several tandem reactions included.[5,6,7] In this paper the application of Suzuki – condensation ring closure tandem reaction is described for the synthesis of a novel thieno[3′,2′:4,5]pyrido[2,3d]pyridazine ring system

  • That is why haloamines of pyridazinones were applied in our present work as starting materials, which could be synthesized from the appropriate dibromo-pyridazinones

  • From these two isolated isomers were carried out separately Suzuki-condensation tandem reactions for synthesis of two regioisomers of novel thieno[3′,2′:4,5]pyrido[2,3-d]pyridazine ring system

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Summary

Introduction

In our previous studies[1,2,3,4] we reported the synthesis of fused nitrogen-containing ring systems, several tandem reactions included.[5,6,7] In this paper the application of Suzuki – condensation ring closure tandem reaction is described for the synthesis of a novel thieno[3′,2′:4,5]pyrido[2,3d]pyridazine ring system. From these two isolated isomers were carried out separately Suzuki-condensation tandem reactions for synthesis of two regioisomers of novel thieno[3′,2′:4,5]pyrido[2,3-d]pyridazine ring system. MS investigations of the obtained target compounds were performed, similar to published MS study.[8] Main aim of these examinations is the observation of the similarity and differences in LC-MS behaviour of these two tricyclic regioisomers. Mass spectra of the two compounds were recorded with the aim of distinguishing the isomers from each other.

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