铑(III)催化的 C-H 活化/卡宾插入/内酯重排序列高效合成螺环吲哚吡咯酮。
Efficient Synthesis of Spirooxindole Pyrrolones by a Rhodium(III)-Catalyzed C-H Activation/Carbene Insertion/Lossen Rearrangement Sequence.
机构信息
Chinese Academy of Sciences Key Laboratory of Receptor Research, Shanghai Institute of Materia Medica, Shanghai, 201203, China.
Department of Chemistry, Innovative Drug Research Center, Shanghai University, 99 Shangda Road, Shanghai, 200444, China.
出版信息
Angew Chem Int Ed Engl. 2019 Sep 16;58(38):13335-13339. doi: 10.1002/anie.201906589. Epub 2019 Aug 7.
A rhodium(III)-catalyzed domino annulation of simple olefins with diazo oxindoles to give spirooxindole pyrrolone products is described. This reaction can be formally viewed as the result of an anomalous tandem C-H activation, carbene insertion, Lossen rearrangement, and a nucleophilic addition process. The potential utility of this reaction was further demonstrated by the late-stage diversification of drug molecules.
本文描述了铑(III)催化的简单烯烃与重氮氧化吲哚的串联环化反应，得到螺环氧化吲哚吡咯酮产物。该反应可以被视为异常的串联 C-H 活化、卡宾插入、Lossen 重排和亲核加成过程的结果。该反应的潜在应用价值通过药物分子的后期多样化进一步得到了证明。
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