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Photocatalyzed Reverse Polarity Oxidative Povarov Reaction of Glycine Derivatives with Maleimides
Chinese Journal of Chemistry ( IF 5.4 ) Pub Date : 2021-08-10 , DOI: 10.1002/cjoc.202100401
Yongxin Zhang 1 , Wei Jiang 1 , Xiazhen Bao 1 , Yifeng Qiu 1 , Yong Yuan 1 , Caixia Yang 1 , Congde Huo 1
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An oxidative tandem (4+2)-cyclization/aromatization of N-aryl glycine derivatives with electron-deficient alkenes was first achieved using Ru(bpy)3Cl2 as a photocatalyst and TBHP as an oxidant in combination with visible-light irradiation by blue LEDs. One-electron oxidation and the following α-deprotonation of glycine derivatives afford α-amino alkyl radicals, which were then trapped by electrophilic maleimides. As an atom-economic and efficient method, a variety of pyrrolo[3,4-c]quinoline-1,3-diones have been obtained in good yields under mild reaction conditions.image

中文翻译:

甘氨酸衍生物与马来酰亚胺的光催化反极性氧化波瓦洛夫反应

使用 Ru(bpy) 3 Cl 2作为光催化剂和 TBHP 作为氧化剂,结合可见光照射,首次实现了N-芳基甘氨酸衍生物与缺电子烯烃的氧化串联 (4+2)-环化/芳构化蓝色 LED。单电子氧化和随后的甘氨酸衍生物的 α-去质子化得到 α-氨基烷基自由基,然后被亲电马来酰亚胺捕获。作为一种原子经济高效的方法,在温和的反应条件下,以良好的收率获得了多种吡咯并[3,4- c ]喹啉-1,3-二酮。图片
更新日期:2021-08-10
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