Concise Synthesis of Tetrasubstituted 1,6-Dihydropyridazine and Pyridazine Derivatives

Abstract A novel one-pot three-steps process has been developed, including phosphine-catalyzed Rauhut–Currier reaction of γ-alkyl allenoates, Diels–Alder reaction with di-tert-butyl azodicarboxylate, followed by deprotection of Boc group to prepare tetra-substituted 1,6-dihydropyridazines in good yields. The 1,6-dihydropyridazines were easily converted to pyridazine derivatives via oxidative aromatization by DDQ.

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Publication Details

Journal
Synthesis
Published
2024-10-17
DOI
https://doi.org/10.1055/a-2445-1338
Citations
4
Primary Topic
Synthesis and Characterization of Heterocyclic Compounds
Type
article
Field-Weighted Citation Impact
1.00

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article

Concise Synthesis of Tetrasubstituted 1,6-Dihydropyridazine and Pyridazine Derivatives

Weijun Yao, Juan Zhang, Zhen Wang, Haiyan Zhang
4 citations
Synthesis
Synthesis and Characterization of Heterocyclic Compounds
1.00
article

Concise Synthesis of Tetrasubstituted 1,6-Dihydropyridazine and Pyridazine Derivatives

Weijun Yao, Juan Zhang, Zhen Wang, Haiyan Zhang
article en
4 citations

Abstract

Abstract A novel one-pot three-steps process has been developed, including phosphine-catalyzed Rauhut–Currier reaction of γ-alkyl allenoates, Diels–Alder reaction with di-tert-butyl azodicarboxylate, followed by deprotection of Boc group to prepare tetra-substituted 1,6-dihydropyridazines in good yields. The 1,6-dihydropyridazines were easily converted to pyridazine derivatives via oxidative aromatization by DDQ.

SynthesisVol. 56(24)
Zhejiang Sci-Tech University (CN), Chongqing University (CN)
Natural Science Foundation of Zhejiang Province
Openalex Percentile: Top 26%
Synthesis and Characterization of Heterocyclic Compounds
1.00
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Concise Synthesis of Tetrasubstituted 1,6-Dihydropyridazine and Pyridazine Derivatives — Weijun Yao, Juan Zhang, et al. · Synthesis (2024) | TGRS Research Map | TGRS