Two mutually complementary synthetic approaches towards 3‑substituted 3,4‑disubstituted and 1-(2‑pyridyl)-substituted isoquinolines

Abstract

Two mutually complementary synthetic approaches towards 3- and 3,4‑disubstituted 1-(2‑pyridyl) isoquinolines were studied. The aryne-based method was successfully used for the obtaining of the corresponding the 3‑cyano-1-(2‑pyridyl) isoquinolines in one step / pot reaction, while it is unacceptable for the obtaining of other 1-(2‑pyridyl)isoquinolines. The enamine-based approach was successfully applied for the synthesis of other 1-(2‑pyridyl)isoquinolines, while it was unacceptable for the obtaining of 3‑cyano-1-(2‑pyridyl)isoquinolines.