化学
另一个
糖基
连续流动
立体选择性
流动化学
聚合物
多相催化
组合化学
光催化
结合
激进的
有机合成
多孔性
催化作用
化学选择性
有机化学
光催化
糖基化
糖复合物
化学合成
同种类的
连续反应器
糖基供体
双糖
化学工程
胺气处理
作者
Francesco Riina,Laura Manfrin,Lorenzo Poletti,Daniele Ragno,Carmela De Risi,Alessandro Massi,Graziano Di Carmine
摘要
A visible‐light‐mediated strategy for the synthesis of α‐ C ‐glycoside conjugates using a 4CzIPN‐based porous organic polymer 4CzIPN‐POP as a heterogeneous photocatalyst is reported. The method exploits the photochemical generation of anomeric radicals from glycosyl bromides, followed by Giese‐like addition to electron‐poor olefins, enabling the formation of C ‐glycosidic linkages under mild conditions. After preliminary identification of 4CzIPN as the most effective molecular photocatalyst, its heterogenized porous analogue was prepared and evaluated in batch, where it promoted the formation of glycoconjugates with amino acid‐, bisphosphonate‐, and acrylate‐derived acceptors. Although heterogeneous conditions generally resulted in diminished yields relative to the homogeneous counterpart, the catalyst proved compatible with a range of mono‐ and disaccharide substrates while maintaining high stereoselectivity in most cases. To overcome the intrinsic limitations of light penetration in suspension, the heterogeneous system was translated to a packed‐coil continuous flow photoreactor, leading to improved efficiency and enabling scale up of reaction. These results demonstrate that 4CzIPN‐POP is a viable heterogeneous platform for anomeric radical generation and C ‐glycoside synthesis and highlight continuous flow as an effective technological solution for enhancing the performance of polymer‐supported photocatalytic processes.
科研通智能强力驱动
Strongly Powered by AbleSci AI