Synthesis of [1,2,3]Triazolo[5,1-a]isoquinoline Derivatives via a Selective Cascade Cyclization Sequence of 1,2-bis(Phenylethynyl)benzene Derivatives

Abstract

A direct, concise, synthetic method for the generation of [1,2,3]triazolo[5,1-a]isoquinoline derivatives, using a selective cascade cyclization of unsymmetrical substituted 1,2-bis(phenylethynyl)benzene derivatives with NaN₃, has been developed. The reaction gave different substituted [1,2,3]triazolo[5,1-a]isoquinolines in moderate to good yields. It was found that the substituents on the alkynes were important for the selectivities of the cascade cyclization sequences.

GRAPHICAL ABSTRACT

Keywords:

• Cascade reaction
• cyclization
• 1,2,3-triazole
• [1,2,3]triazolo[5,1-a]isoquinoline

SUPPORTING INFORMATION

Full experimental detail, ¹H and ¹³C NMR spectra, and x-ray data for this article can be accessed on the publisher’s website.