One-pot synthesis of 4-heteroaryl-1,2-dihydro-3-benzazepines from 3,4-dihydroisoquinolinium salts or pseudo bases

Abstract A novel one-pot synthetic route to the poorly studied 4-heteroaryl-1,2-dihydro-3-benzazepine motif from 3,4-dihydroisoquinolinium compounds is described. The synthetic approach is based on heterocyclic ring expansion of isoquinoline substrates upon reaction with chloromethyl-substituted heterocycles. The scope and limitations of the reaction were investigated to give a series of novel heteroaryl-3-benzazepines.