Abstract

Although a relatively simple system, pyrrolo[1,2-b]pyridazines have been subject to numerous studies and synthetic attempts. The present review represents an update to the 1976 review of Kuhla and Lombardino.

Highlights

  • Pyrrolo[1,2-b]pyridazine 1 is a N-bridgehead aromatic heterocycle containing two nitrogen atoms, formally obtained by the condensation of pyridazine and pyrrole

  • The synthesis and properties of the pyrrolo[1,2-b]pyridazines were reviewed in 1977 by Kuhla and Lombardino,[1] the high interest in the synthetic pathways leading to such derivatives and their properties has remained constant to this date

  • We present the approaches for the obtaining of the pyrrolo[1,2-b]pyridazine system and its uses reported after Kuhla and Lombardino’s review.[1]

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Summary

Introduction

Pyrrolo[1,2-b]pyridazine 1 is a N-bridgehead aromatic heterocycle containing two nitrogen atoms, formally obtained by the condensation of pyridazine and pyrrole. The numbering of the atoms from the pyrrolo[1,2-b]pyridazine scaffold, known in literature as 5-azaindolizine, is presented in Formula 1. The synthesis and properties of the pyrrolo[1,2-b]pyridazines were reviewed in 1977 by Kuhla and Lombardino,[1] the high interest in the synthetic pathways leading to such derivatives and their properties has remained constant to this date. We present the approaches for the obtaining of the pyrrolo[1,2-b]pyridazine system and its uses reported after Kuhla and Lombardino’s review.[1] The same classification of the synthetic methods was used as in the first review, considering the starting compounds: syntheses starting from pyridazine and its derivatives, syntheses starting from the pyrrole ring and syntheses starting from acyclic compounds

Syntheses starting from pyridazine and its derivatives
DMAD MeOH
DMAD MeCN
Syntheses from Acyclic Compounds
Chemical Properties
H MeO2C trans-105
Findings
Physico-chemical and Biological Properties

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