Copper- and Ligand-Free Sonogashira Cross-Coupling: Access to Novel 3-Aminoindole Derivatives and Their Biological Evaluations

Indole-containing compounds are widely distributed in the plant and animal kingdom, and their biological activity and pharmacological properties have prompted research into their chemical properties. This study developed a one-pot methodology for the synthesis of 3-aminoindole derivatives using copper- and ligand-free Sonogashira cross-coupling reaction conditions. The synthesised 3-aminoindole derivatives were confirmed using spectroscopic techniques. The resulting 3-aminoindole derivatives were biologically evaluated against Mycobacterium tuberculosis and Plasmodium falciparum. For example, indole derivatives 10a (7.813 mu M) and 10j (8.332 mu M) were the most active derivatives in the CAS and ADC media, respectively.

Automated summary

Indole derivatives are widely distributed and possess various biological activities. This study developed a new method for synthesizing 3-aminoindole derivatives and evaluated their biological activity against Mycobacterium tuberculosis and Plasmodium falciparum.