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Ruthenium-Catalyzed Dehydrogenative β-Benzylation of 1,2,3,4-Tetrahydroquinolines with Aryl Aldehydes: Access to Functionalized Quinolines

Zhenda Tan, Huanfeng Jiang and Min Zhang*

*School of Chemistry & Chemical Engineering, South China University of Technology, Wushan Road - 381, Guangzhou 510641, People’s Republic of China, Email: minzhangscut.edu.cn

Z. Tan, H. Jiang, M. Zhang, Org. Lett., 2016, 18, 3154-3157.

DOI: 10.1021/acs.orglett.6b01390 (free Supporting Information)


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Abstract

In a new benzylation protocol, various 1,2,3,4-tetrahydroquinolines were efficiently converted in combination with aryl aldehydes into β-benzylated quinolines by employing readily available [RuCl2(p-cymene)]2 as a catalyst and O2 as a sole green oxidant. This step- and atom-economic reaction offers excellent functional group tolerance and chemoselectivity.

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Key Words

quinolines, oxygen


ID: J54-Y2016