Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 76, Issue 7, Pages 2145-2156Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo102545m
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Funding
- Deutsche Forschungsgemeinschaft (DFG)
- Fonds der Chemischen Industrie (FCI)
- TUM Graduate School
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The catalyzed synthesis of 1,2-dihydropyridines starting from easily accessible propargyl vinyl ethers was realized. The reaction sequence involving a transition metal-catalyzed propargyl-Claisen re-arrangement; a condensation step, and a Bronsted acid-catalyzed heterocyclization furnishes the highly substituted heterocycles in moderate to excellent yields. Additionally, a practical one-pot protocol toward 1,2-dihydropyridines and 2H-pyrans starting from propargylic alcohols was developed.
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