Abstract

We describe here the preparation of copper nanoparticles stabilized on a chitosan/poly (vinyl alcohol) composite film. This material could catalyze the borylation of α,β-unsaturated acceptors in aqueous media under mild conditions. The corresponding organoboron compounds as well as their converted β-hydroxyl products were all obtained in good to excellent yields. It is noteworthy that this catalyst of copper nanoparticles can be easily recycled eight times and remained catalytically reactive. This newly developed methodology provides an efficient and sustainable pathway for the synthesis of organoboron compounds and application of copper nanoparticles.

Highlights

  • Organoboron compounds attract an intensive interest in chemistry and pharmacy because of their versatile applications [1,2]

  • New methodologies for the synthesis of organoboron compounds were continuously developed by chemists in both laboratories and industry

  • To enhance the applicability of our designed strategy, one-pot process of borylation followed by oxidation was chosen as the model reaction (Table 1)

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Summary

Introduction

Organoboron compounds attract an intensive interest in chemistry and pharmacy because of their versatile applications [1,2]. In recent years, these boron containing compounds were demonstrated with unique biological activities [3,4,5]. Delanzomib [9] and ixazomib [10] were found to be active in the design of new drugs (Figure 1). New methodologies for the synthesis of organoboron compounds were continuously developed by chemists in both laboratories and industry. Several reported examples involved the use of strong base and specific designed ligands. Development of alternative highly active and sustainable copper catalyst for the borylation of α,β-unsaturated acceptors is still in high demand

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