Molecular diversity of the reactions of MBH carbonates of isatins and various nucleophiles

作者：Ziying Xiao, Jing Sun, Chao‐Guo Yan · 发表于：Beilstein Journal of Organic Chemistry · 年份：2025 · DOI：10.3762/bjoc.21.21 · 被引用次数：9 · 研究领域：Sulfur-Based Synthesis Techniques、Chemical Synthesis and Analysis、Asymmetric Synthesis and Catalysis

In this paper, the nucleophilic substitution reactions of various N- and P-containing nucleophiles to MBH carbonates of isatins were investigated. Diverse functionalized 3-substituted oxindole derivatives were successfully prepared in satisfactory yields and with high diastereoselectivity. In addition, the base-promoted dimerization of MBH carbonates of isatin afforded the ethylene-bridged bis(3-methylene)oxindole derivatives with nearly 4:1 diastereomeric ratios. The relative configurations of the various polycyclic compounds were clearly elucidated by determination of several single crystal structures.