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钯催化的3-硝基吲哚的非对映和对映选择性脱芳构化[3+2]环加成反应

Diastereo- and Enantioselective Palladium-Catalyzed Dearomative [3+2] Cycloaddition of 3-Nitroindoles.

作者信息

Suo Jia-Jia, Liu Wei, Du Juan, Ding Chang-Hua, Hou Xue-Long

机构信息

State Key Laboratory of Organometallic Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032, China.

University of Chinese Academy of Sciences, Beijing, China.

出版信息

Chem Asian J. 2018 Apr 16;13(8):959-963. doi: 10.1002/asia.201800133. Epub 2018 Mar 23.

Abstract

Diastereo- and enantioselective cycloaddition of 3-nitroindoles with vinyl aziridine was realized under Pd-catalysis using commercially available Walphos as the ligand, affording pyrroloindolines in high yields with high diastereo- and enantioselectivities. The reaction can be scaled up to a gram scale and the reaction products are easily converted to amino pyrroloindoline and other pyrroloindoline derivatives.

摘要

在钯催化下,以市售的Walphos作为配体,实现了3-硝基吲哚与乙烯基氮丙啶的非对映和对映选择性环加成反应,以高收率、高非对映和对映选择性得到吡咯并吲哚啉。该反应可放大至克级规模,且反应产物可轻松转化为氨基吡咯并吲哚啉和其他吡咯并吲哚啉衍生物。

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