A Unified Synthesis of Bifunctional 4‐Substituted‐1,2,3,4‐tetrahydroisoquinoline Derivatives

Abstract

Starting from a single, commercially available bromoisoquinoline, convenient (multigram) syntheses of 4‐substituted‐1,2,3,4‐tetrahydroisoquinoline derivatives have been developed. The compounds thus prepared show suitable substitution patterns for further derivatization and constitute a new family of compounds of potential pharmacological interest.

Keywords:

• Nucleophilic aromatic substitutions
• Protecting groups
• Combinatorial chemistry
• Copper
• Hydrogenation

Acknowledgments

Financial support from the DGICYT, Spain (project BQU2000‐0235) is gratefully acknowledged. Drs Dolors Fernández and Juan Miguel Jiménez (Almirall Prodesfarma, Barcelona) are thanked for useful suggestions.