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1,7-Hydride transfer-involved dearomatization of quinolines to access C3-spiro hydroquinolines

Da-Ying Shao,Bin Qiu, Zi-Kang Wang, Zhen-Yuan Liu,Jian Xiao,Xiao-De An

Green Synthesis and Catalysis(2024)

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Abstract
1,7-Hydride transfer-involved dearomatization of quinolines toward C3-spiro hydroquinoline derivatives has been developed. This method offers a protocol to achieve the dearomatization of electron-deficient arenes via the redox-neutral hydride transfer process. A series of C3-spiro hydroquinolines can be provided in moderate to excellent yields (up to 98%) with good diastereoselectivities. Significant advantages such as high step- and atom-economy, as well as redox-neutral and mild conditions, make it an appealing alternative to achieve the dearomatization of quinolines.
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Key words
Dearomatization,1,7-Hydride transfer,Quinoline,Spiro hydroquinoline,Redox-neutral,High step- and atom-economy
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