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Baylis–Hillman Reaction: In Situ Generated Isoquinolinium Species as Excellent Electrophiles for Coupling with Alkyl Acrylates and Acrylonitrile
Author(s) -
Basavaiah Deevi,
Thamizharasi Perumal
Publication year - 2017
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201700743
Subject(s) - acrylonitrile , chemistry , electrophile , alkyl , in situ , coupling (piping) , organic chemistry , coupling reaction , polymer chemistry , catalysis , polymer , copolymer , mechanical engineering , engineering
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.