Synthesis of Indole-Coupled KYNA Derivatives via C-N Bond Cleavage of Mannich Bases

KYNAs, a compound with endogenous neuroprotective functions and an indole that is a building block of many biologically active compounds, such as a variety of neurotransmitters, are reacted in a transformation building upon Mannich bases. The reaction yields triarylmethane derivatives containing two biologically potent skeletons, and it may contribute to the synthesis of new, specialised neuroprotective compounds. The synthesis has been investigated via two procedures and the results were compared to those of previous studies. A possible alternative reaction route through acid catalysis has been established.

Automated summary

This study presents a new synthesis method for triarylmethane derivatives containing two biologically potent skeletons through the Mannich reaction. It may contribute to the synthesis of new neuroprotective compounds.