A Simple Highly Regioselective or Regiospecific Substitution Method of Aromatic Isoquinoline

A novel simple version for highly regioselective or regiospecific substitution method of aromatic isoquinoline has been developed by utilizing the reaction condition of Bischler-Napieralski cyclization. The proposed reaction mechanism was successfully indirect confirmed. In this method, chloroiminium intermedium A was formed from the amide compound with phosphoryl chloride, and intramolecular cyclized was preceded. The final structure of aromatic isoquinoline was obtained through removing the acidic hydrogen atom by sodium borohydride served as a base rather than reductive agent as expected.