One-pot non-cyanide synthesis of 1-(pyridin-2-yl)isoquinoline-3-carbonitrile by reaction of 1-phenyl-2-[6-phenyl-3-(pyridin-2-yl)-1,2,4-triazin-5-yl]ethanone with 1,2-dehydrobenzene in the presence of isoamyl nitrite

Abstract

The reaction of 1-phenyl-2-[6-phenyl-3-(pyridin-2-yl)-1,2,4-triazin-5-yl]ethanone with 1,2-dehydrobenzene generated in situ from anthranilic acid and excess isoamyl nitrite afforded in one step 1-(pyridin-2-yl)-4-phenylisoquinoline-3-carbonitrile. This reaction may be regarded as a non-cyanide method for the synthesis of 3-cyanoisoquinolines.