Cui Baodong, Shan Jing, Yuan Changlun, Han Wenyong, Wan Nanwei, Chen Yongzheng
School of Pharmacy, Zunyi Medical University, Zunyi, 563000, P. R. China.
Org Biomol Chem. 2017 Jul 19;15(28):5887-5892. doi: 10.1039/c7ob01343d.
An efficient complementary strategy for the construction of spiro[pyrrolidin-3,2'-oxindole] derivatives has been described. With the sequential nucleophilic benzylation and copper-catalyzed intramolecular C(sp)-N cross-coupling reaction of 3-aminooxindoles with 2-bromobenzyl bromides, a wide range of 2,3'-spirobi[indolin]-2-ones were smoothly obtained in moderate to good yields. A plausible catalytic cycle for this tandem reaction process was proposed based on the control experiments. This study represents a new perspective for the synthesis of structurally diverse spirocyclic oxindoles by employing 3-aminooxindole substrates.
本文描述了一种构建螺[吡咯烷-3,2'-氧化吲哚]衍生物的有效互补策略。通过3-氨基氧化吲哚与2-溴苄基溴的顺序亲核苄基化反应和铜催化的分子内C(sp)-N交叉偶联反应，以中等至良好的产率顺利得到了一系列2,3'-螺二[吲哚]-2-酮。基于对照实验，提出了该串联反应过程可能的催化循环。本研究为利用3-氨基氧化吲哚底物合成结构多样的螺环氧化吲哚提供了新的视角。
