Chemoenzymatic One-Pot Process for the Synthesis of Tetrahydroisoquinolines

1,2,3,4-Tetrahydroisoquinolines form a valuable scaffold for variety of bioactive secondary metabolites and commercial pharmaceuticals. Due to the harsh or complex conditions conventional chemical synthesis this molecular motif, alternative mild reaction pathways are in demand. Here we present an easy-to-operate chemoenzymatic one-pot process tetrahydroisoquinolines starting from benzylic alcohols amino alcohol. We initially demonstrate oxidation 12 by laccase/TEMPO system corresponding aldehydes, which subsequently integrated phosphate salt mediated Pictet–Spengler with m-tyramine. The both individual reactions were analyzed separately, adapted each other, straightforward was developed. This enables production 1,2,3,4-tetrahydroisoquinolines yields up 87% constant buffer common laboratory glass bottles without supplementation any additives.