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可见光催化合成α-酰氧基羰基化合物的需氧氧化反应
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摘要
α-酰氧基羰基化合物是有机合成中重要的结构单元,因为它们在很多天然化合物、药物和合成中间体中被广泛应用。例如:苦杏仁酸衍生物的抗氧化性,尿道感染治疗剂,抗HIV,抗癌抗菌素,抗真菌剂以及抗血栓作用。氧气作为环境友好的氧化剂已经受到广泛关注,因为其由植物的光合作用产生,使用经济,反应副产物无污染,原子利用率高。我们课题组在氧气作为氧化剂进行光催化有机合成方面已经完成了一些工作。对可见光需氧氧化反应的进一步探索和研究,我们成功地将氧气与可见光催化相结合,高效的得到了一系列α-酰氧基羰基化合物(Fig.1)。
α-Acyloxycarbonyl compounds are significant building blocks present in a variety of biologically interesting natural products, pharmaceuticals,and synthetic intermediates of broad utility. In particular, mandelic acid derivatives have shown antioxidant, urinary antiseptic, anti-HIV, antitumor, antifungal, and antithrombic eff ects. Molecular oxygen has received much attention as a primary environmentally benign oxidant because it is photosynthesized by plants, produces little waste, is inexpensive, and has greater atom efficiency. In the course of our further studies of aerobic photooxidations, we have successfully got α-acyloxycarbonyl compounds using molecular oxygen as the terminal oxidant in combination with photo irradiation.
引文
[1]Song,T.;Zhou,B.;Peng,G.–W.;Zhang,Q.–B.;Wu,L.–Z.;Liu,Q.;Wang,Y.Chem.Eur.J.2014.20:678.
    [2]Kotani,H.;Ohkubo,K.;Fukuzumi,S.J.Am.Chem.Soc.2004,126:15999.

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