New one-pot synthesis of 4-arylpyrazolo[3,4-b]pyridin-6-ones based on 5-aminopyrazoles and azlactones

An effective one-pot strategy was developed for the synthesis of 4-arylpyrazolo[3,4-b]pyridin-6-ones from pyrazolo[3,4-b]pyridin6-ones, obtained by reacting 5-aminopyrazoles with 4-arylidene-2-phenyloxazol-5(4H)-ones (azlactones) under solvent-free conditions, through subsequent elimination of a benzamide molecule in a superbasic medium (t-BuOK/DMSO). The fluorescent properties of the synthesized compounds were studied. 4-Arylpyrazolo[3,4-b]pyridin-6-ones luminesce in the region of 409-440 nm with a quantum yield of 0.09-0.23 when irradiated with UV light.

Automated summary

An efficient one-pot strategy was developed for synthesizing 4-arylpyrazolo[3,4-b]pyridin-6-ones from pyrazolo[3,4-b]pyridin6-ones. The reaction was carried out under solvent-free conditions using t-BuOK/DMSO as a superbasic medium to eliminate a benzamide molecule. The synthesized compounds showed fluorescence properties with a wavelength range of 409-440 nm and a quantum yield of 0.09-0.23 under UV light.