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Visible-Light-Induced Aerobic Epoxidation in Cyclic Ether: Synthesis of Spiro-epoxyoxindole derivatives
Tetrahedron Letters ( IF 1.5 ) Pub Date : 2020-01-03 , DOI: 10.1016/j.tetlet.2019.151578 Kaixiu Luo , Xianglin Yu , Peng Chen , Kun He , Jun Lin , Yi Jin
中文翻译:
可见光诱导环醚中的好氧环氧化:螺-环氧氧吲哚衍生物的合成
更新日期:2020-01-04
Tetrahedron Letters ( IF 1.5 ) Pub Date : 2020-01-03 , DOI: 10.1016/j.tetlet.2019.151578 Kaixiu Luo , Xianglin Yu , Peng Chen , Kun He , Jun Lin , Yi Jin
A visible-light-induced aerobic epoxidation of 3-benzylideneindolin-2-ones with a meso-Tetraphenylporphyrin (TPP) photosensitizer in cyclic ether has been established for the efficient synthesis of spiro-epoxyoxindole derivatives. This reaction leads to excellent intermolecular trans- stereoselective epoxide ring formation. This strategy also proceeds effectively with a good functional group tolerance under mild reaction conditions. Mechanistic investigations indicate that light is required for reaction initiation.
中文翻译:
可见光诱导环醚中的好氧环氧化:螺-环氧氧吲哚衍生物的合成
已经建立了在环醚中用内消旋四苯基卟啉(TPP)光敏剂对3-苄叉亚吲哚啉-2-酮进行可见光诱导的需氧环氧化,以有效合成螺-环氧-吲哚衍生物。该反应导致极好的分子间反式-立体选择性环的形成。在温和的反应条件下,该策略在具有良好的官能团耐受性的情况下也有效进行。机理研究表明,反应开始需要光。