New Pathways Towards Pyridazino-Fused Ring Systems

Abstract

Novel, efficient synthetic pathways were developed for the synthesis of a variety of pyridazino-fused polycyclic ring systems not easily accessible by other routes. The strategy is based on the sequential or one-pot combinations of a palladium catalyzed C-C bond forming process (Suzuki or Heck-type reaction) and a C-X (X = N, O) or another C-C bond forming reaction (for C-X: nucleophilic substitution, condensation, lactonization, nitrene C-H insertion, Buchwald-Hartwig amination; for C-C: Pschorr reaction, Heck-type reaction). Some of these methodologies have also been extended to the preparation of several diazino-fused ring systems.

1 Introduction

2 Results

2.1 Suzuki Reaction of Halopyridazinones

2.2 Suzuki Reaction and Nitrene Insertion or Azo-Coupling

2.3 Suzuki Reaction and Nucleophilic Substitution or
Condensation ­Reaction

2.4 Suzuki Reaction and Heck-Type Arylation

2.5 Suzuki Reaction and Pschorr Reaction

2.6 Nucleophilic Substitution Reaction and Heck-Type ­Arylation

2.7 Buchwald-Hartwig Reaction of Halopyridazinones

2.8 Buchwald-Hartwig Reaction and Heck-Type Arylation

3 Conclusion

4 References

pyridazine - palladium-catalyzed reaction - pyridazino-fused ring systems - diazino-fused ring systems

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