Title | Efficient Synthesis of Spirooxindole Pyrrolones by a Rhodium(III)-Catalyzed C-H Activation/Carbene Insertion/Lossen Rearrangement Sequence |
Authors | Ma, Biao Wu, Peng Wang, Xing Wang, Zhengyu Lin, Hai-Xia Dai, Hui-Xiong |
Affiliation | Chinese Acad Sci, Shanghai Inst Mat Med, Key Lab Receptor Res, Shanghai 201203, Peoples R China Peking Univ, Stake Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China Shanghai Univ, Innovat Drug Res Ctr, Dept Chem, 99 Shangda Rd, Shanghai 200444, Peoples R China |
Keywords | C-H activation Lossen rearrangement olefins oxindoles rhodium catalysis |
Issue Date | 2019 |
Publisher | ANGEWANDTE CHEMIE-INTERNATIONAL EDITION |
Abstract | 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. |
URI | http://hdl.handle.net/20.500.11897/545964 |
ISSN | 1433-7851 |
DOI | 10.1002/anie.201906589 |
Indexed | SCI(E) EI |
Appears in Collections: | 天然药物与仿生药物国家重点实验室 |