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Title:

One-Pot Synthesis of 1,2-Dihydropyridines: Expanding the Diverse Reactivity of Propargyl Vinyl Ethers

Document type:
Journal Article
Author(s):
Harschneck, T.; Kirsch, S. F.
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 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.
Congress title:
ISI Document Delivery No.: 739DC Times Cited: 23 Cited Reference Count: 122 Harschneck, Tobias Kirsch, Stefan F. Deutsche Forschungsgemeinschaft (DFG); Fonds der Chemischen Industrie (FCI); TUM Graduate School We gratefully acknowledge the work of Johannes Lehmann and Joka Pipercevic. The research was supported by Deutsche Forschungsgemeinschaft (DFG), Fonds der Chemischen Industrie (FCI), and TUM Graduate School. 23 Amer chemical soc Washington
Journal title:
Journal of Organic Chemistry
Year:
2011
Journal volume:
76
Journal issue:
7
Pages contribution:
2145-2156
Fulltext / DOI:
doi:10.1021/jo102545m
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