Keywords
$\mathrm{S_N^H{Ar}}$ reaction
3-phenyl-2-propynenitrile
isoquinoline
N-vinylation/C-phosphorylation
pyridinoids
secondary phosphine oxides
Abstract
Reactions between 3-phenyl-2-propynenitrile, secondary phosphine oxides and pyridinoids have been implemented and studied. Pyridine and isoquinoline react with propynenitrile and phosphine oxides at room temperature according to the N-vinylation/C-phosphorylation scheme to afford (Z)-N-(2-cyano-1-phenyl)ethenyl phosphoryl-1,4-dihydropyridines or -1,2-dihydroiso quinolines. In the case of pyridine on heating (80-85 °C), the reaction gives 4-phosphorylpyridines (\( \mathrm{S_N^H{Ar}} \) reaction) and 3-phenyl-acrylonitrile oligomers.
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