Chitosan microspheres modified by 2-pyridinecarboxaldehyde were prepared and used in the construction of a heterogeneous catalyst loaded with nano-Cu prepared by a reduction reaction. The chemical structure of the catalyst was investigated by Fourier Transform Infrared Spectroscopy (FT-IR), Scanning Electron Microscopy (SEM), Transmission Electron Microscopy (TEM), and X-ray Photoelectron Spectroscopy (XPS). Under mild conditions, such as no ligand at room temperature, the catalyst was successfully applied to catalyze the borylation of α,β-unsaturated receptors in a water-methanol medium, yielding 17%–100% of the corresponding β-hydroxy product. Even after repeated use five times, the catalyst still exhibited excellent catalytic activity.

The use of simple, inexpensive, and efficient methods to construct carbon–boron and carbon–oxygen bonds has been a hot research topic in organic synthesis. We demonstrated that the desired β-boronic acid products can be obtained under mild conditions using copper foam as an efficient heterogeneous catalyst. The structure of copper foam before and after the reaction was investigated by polarized light microscopy (PM), scanning electron microscopy (SEM), and transmission electron microscopy (TEM), and the results have shown that the structure of the catalyst copper foam remained unchanged before and after the reaction. The XPS test results showed that the Cu(0) content increased after the reaction, indicating that copper may be involved in the boron addition reaction. The specific optimization conditions were as follows: CH₃COCH₃ and H₂O were used as mixed solvents, 4-methoxychalcone was used as the raw material, 8 mg of catalyst was used and the reaction was carried out at room temperature and under air for 10 h. The yield of the product obtained was up to 92%, and the catalytic efficiency of the catalytic material remained largely unchanged after five cycles of use.