Design, Synthesis and Molecular Docking Studies of New Indole Scaffolds

Abstract

A convenient and straightforward approach for the construction of angular and linear indole scaffolds from commercially available β‐tetralones through a sequential methylation/ allylation/ propargylation followed by ring closing metathesis (RCM)/ [2+2+2] cyclotrimerization and Fischer indolization (FI) sequence has been described. The dipropargyl derivatives were further investigated for Sonogashira cross‐coupling with iodo‐benzene and click chemistry with benzyle azide to synthesize diverse indole motifs. The [2+2+2] cyclotrimerized products were treated with 3,5‐dimethyl aniline to obtain the product that resembles the structure of Alectinib, an FDA approved drug for the treatment of cancer. The approach provides a series of indole derivatives in moderate to good yields with excellent functional group tolerance and hence these compounds are utilized for molecular docking studies which shows good results. All the compounds synthesized here are well characterized by NMR and HRMS data.