Reaction of 2-Polyfluoroalkylchromones with 1,3,3-Trimethyl-3,4-dihydroisoquinolines and Methylketimines as a Direct Route to Zwitterionic Axially Chiral 6,7-Dihydrobenzo[a]quinolizinium Derivatives and 2,6-Diaryl-4-polyfluoroalkylpyridines

2-Polyfluoroalkylchromones react with 1,3,3-trimethyl-3,4-dihydroisoquinolines to give zwitterionic axially chiral 6,7-dihydrobenzo[a]quinolizinium derivatives in high yields. In addition, performing this reaction with aromatic methylketimines is a simple and convenient synthesis of 2,6-diaryl-4-pol...

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Bibliographic Details
Published in:Organic letters 2003-08, Vol.5 (17), p.3123-3126
Main Authors: Sosnovskikh, Vyacheslav Ya, Usachev, Boris I, Sizov, Aleksei Yu, Vorontsov, Ivan I, Shklyaev, Yurii V
Format: Article
Language:English
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Summary:2-Polyfluoroalkylchromones react with 1,3,3-trimethyl-3,4-dihydroisoquinolines to give zwitterionic axially chiral 6,7-dihydrobenzo[a]quinolizinium derivatives in high yields. In addition, performing this reaction with aromatic methylketimines is a simple and convenient synthesis of 2,6-diaryl-4-polyfluoroalkylpyridines.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol0351448