Baylis–Hillman Reaction: In Situ Generated Isoquinolinium Species as Excellent Electrophiles for Coupling with Alkyl Acrylates and Acrylonitrile

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Date
2017-09-15
Authors
Basavaiah, Deevi
Thamizharasi, Perumal
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Abstract
Isoquinolinium species, generated in situ from 2-alkynylbenzaldehydes, arylamines, and silver trifluoromethanesulfonate, were successfully employed as excellent electrophiles for Baylis–Hillman coupling with alkyl acrylates (or acrylonitrile) under the influence of 1,4-diazabicyclo[2.2.2]octane to provide 1,2,3-trisubstituted dihydroisoquinoline derivatives in high yields.
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Keywords
Baylis–Hillman reaction, Electrophiles, Fused-ring systems, Nitrogen heterocycles, Reactive intermediates
Citation
European Journal of Organic Chemistry. v.2017(34)