通过铜（I）催化的 Kinugasa/C-C 偶联级联反应实现[氮杂环丁烷-3,3'-吲哚啉]-2,2'-二酮的不对称合成。
Asymmetric Synthesis of Spiro[Azetidine-3,3'-Indoline]-2,2'-Diones via Copper(I)-Catalyzed Kinugasa/C-C Coupling Cascade Reaction.
机构信息
International Cooperative Laboratory of Traditional Chinese Medicine Modernization and Innovative Drug Discovery of Chinese Ministry of Education (MOE), College of Pharmacy, Jinan University, No. 601 Huangpu Avenue West, Guangzhou, 510632, China.
Shenzhen Bay Laboratory, State Key Laboratory of Chemical Oncogenomics, Peking University Shenzhen Graduate School, Shenzhen, 518055, China.
出版信息
Angew Chem Int Ed Engl. 2022 Oct 17;61(42):e202208323. doi: 10.1002/anie.202208323. Epub 2022 Sep 19.
Spiro[azetidine-indolines] are important scaffolds in diverse bioactive compounds. Current efforts to synthesize spiro[azetidine-indolines] are limited to chiral spiro[azetidine-2,3'-indolines]. Asymmetric synthesis of structurally similar chiral spiro[azetidine-3,3'-indolines] remains unexplored. In this work, the first copper(I)-catalyzed asymmetric Kinugasa/aryl C-C coupling cascade reaction is described. This provides a straightforward access to densely functionalized chiral spiro[azetidine-3,3'-indoline]-2,2'-diones in good yields and with high enantioselectivity.
螺[氮杂环丁烷-吲哚啉]是各种生物活性化合物中的重要支架。目前合成螺[氮杂环丁烷-吲哚啉]的方法仅限于手性螺[氮杂环丁烷-2,3'-吲哚啉]。结构相似的手性螺[氮杂环丁烷-3,3'-吲哚啉]的不对称合成仍未得到探索。在这项工作中，描述了第一个铜（I）催化的不对称 Kinugasa/芳基 C-C 偶联级联反应。该方法为高度官能化的手性螺[氮杂环丁烷-3,3'-吲哚啉]-2,2'-二酮提供了一种直接的合成方法，具有良好的收率和高对映选择性。
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