Synthesis of a Natural Product-Based 5H-Thiazolo[5′,4′:5,6]pyrido[2,3-b]indole Derivative via Solid-Phase Synthesis

The solid-phase synthesis method is optimized for building chemical libraries. Furthermore, chemical libraries are essential tools in drug discovery used to identify hit compounds. We constructed a 5H-thiazolo[5',4':5,6]pyrido[2,3-b]indole derivative library using solid-phase synthesis. The indole insertion reaction at the benzylic position using a Lewis acid and the oxidative cyclization reaction using iodine were used for synthesis. Using optimized solution-phase reaction conditions, a solid-phase synthesis method comprising a total of eight steps was employed to build a 5H-thiazolo[5',4':5,6]pyrido[2,3-b]indole derivative library. In addition, we found an efficient compound library synthesis route with each synthetic step having a yield of 62-82%.