Choi Subin, Park Jinhwi, Yu Eunsoo, Sim Jeongwoo, Park Cheol-Min
Department of Chemistry, UNIST (Ulsan National Institute of Science & Technology), Ulsan, 44919, Korea.
Angew Chem Int Ed Engl. 2020 Jul 13;59(29):11886-11891. doi: 10.1002/anie.202003364. Epub 2020 May 18.
Oxidative [3+3] cycloadditions offer an efficient route for six-membered-ring formation. This approach has been realized based on an electrochemical oxidative coupling of indoles/enamines with active methylene compounds followed by tandem 6π-electrocyclization leading to the synthesis of dihydropyrano[4,3-b]indoles and 2,3-dihydrofurans. The radical-radical cross-coupling of the radical species generated by anodic oxidation combined with the cathodic generation of the base from O allows for mild reaction conditions for the synthesis of structurally complex heterocycles.
氧化[3+3]环加成反应为六元环的形成提供了一条有效途径。这种方法是基于吲哚/烯胺与活性亚甲基化合物的电化学氧化偶联，随后进行串联6π-电环化反应，从而合成二氢吡喃并[4,3-b]吲哚和2,3-二氢呋喃。阳极氧化产生的自由基物种与由O阴极产生的碱进行自由基-自由基交叉偶联，使得合成结构复杂的杂环化合物的反应条件较为温和。
