Synthesis of Bisindoles via Oxidative Cleavage of 1,2-Diols Using Periodic Acid

Introduction: Many important drugs contain a class of preferred motifs called bisindoles. The development of synthetic approaches for bis(indolyl)methanes (BIMs) offers numerous advantages. However, most methods for synthesizing BIM derivatives require metal catalysts. Aim: This study aimed to synthesize bisindoles via oxidative cleavage of 1,2-diols using periodic. acid. Methods: For the synthesis of bisindoles via oxidative cleavage of 1,2-diols, periodic acid was used. It is a gentle, reasonably priced, and effective testing agent for the synthesis of bisindole analogs from a range of 1,2-diols. Aldehydes were produced by the in situ oxidation of 1,2-diols by periodic acid, and they reacted with indoles to generate a range of bisindoles. The HIO3 generated in situ from periodic acid accelerated the reaction. The structures of the compounds were confirmed by NMR (1H and 13C), high-resolution mass spectrometry (HRMS), and elemental analysis using a CHNSO analyzer. Results and Discussion: A variety of BIMs derivatives were produced by oxidatively breaking down 1,2-diols using periodic acid. The appealing aspects of this procedure include its high yield, rapid response time, and catalyst-free conditions. Conclusion: In this study, a productive and sustainable method for creating BIMs derivatives is presented. The procedure is genuinely green since it uses periodic acid as an oxidizing agent rather than a conventional catalyst, has a clean reaction profile, quick reaction times, and is inexpensive.