Gold-Catalyzed Intramolecular Hydroarylation and Transfer Hydrogenation of N-Aryl Propargylamines to Construct Tetrahydroquinolines and 5,6-Dihydro-4H-pyrrolo[3,2,1-ij]quinolines

Niannian Yi*, Yaqi Liu, Yi Xiong, Huiling Gong, Jian-Ping Tan, Zhengjun Fang* and Bing Yi*

*College of Materials and Chemical Engineering, Hunan Institute of Engineering, Xiangtan 411104, China, Email: yiniannianhnu.edu.cn, fzj1001163.com, bingyi2004126.com

N. Yi, Y. Liu, Y. Xiong, H. Gong, J.-P. Tan, Z. Fang, B. Yi, J. Org. Chem., 2023, 88, 11945-11953.

DOI: 10.1021/acs.joc.3c01214

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Abstract

Gold-catalyzed intramolecular hydroarylation and transfer hydrogenation of N-aryl propargylamines provides tetrahydroquinolines and 5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolines in good yields. The method offers simple reaction conditions, good substrate compatibility, high efficiency, and excellent regioselectivity.

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proposed mechanism

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Key Words

Tetrahydroquinolines, Hantzsch Ester

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ID: J42-Y2023