Selective access to fused tetrahydroquinolines a copper-catalysed oxidative three-component annulation reaction.

Org Biomol Chem

Key Lab of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Wushan Rd-381, Guangzhou 510641, People's Republic of China.

Published: January 2023

a copper-catalyzed three-component annulation reaction, we herein report a new method for the direct and -selective construction of cyclic ether-fused tetrahydroquinolines from readily available secondary anilines, saturated five or six-membered cyclic ethers, and paraformaldehyde. The synthesis features operational simplicity, excellent step and atom efficiency, good functionality and substrate compatibility. In comparison with the reported synthetic protocols capable of synthesizing -alkyl fused tetrahydroquinolines, this newly developed chemistry allows access to both -alkyl and -aryl products. The current work complements the preparation of fused tetrahydroquinolines.

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http://dx.doi.org/10.1039/d2ob02066aDOI Listing

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