One-pot synthesis of 1,2-dihydropyridines: expanding the diverse reactivity of propargyl vinyl ethers |
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Authors: | Harschneck Tobias Kirsch Stefan F |
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Institution: | Department Chemie and Catalysis Research Center, Technische Universit?t München, Lichtenbergstrasse 4, 85747 Garching, Germany. |
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Abstract: | 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 rearrangement, a condensation step, and a Br?nsted 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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