4.7 Article

Copper- and Visible-Light-Catalyzed Cascade Radical Cyclization of N-Propargylindoles with Cyclic Ethers

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JOURNAL OF ORGANIC CHEMISTRY
卷 88, 期 10, 页码 6374-6381

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AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.2c01713

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An efficient visible-light-assisted, copper-catalyzed tandem radical cyclization of N-propargylindoles with cyclic ethers has been established. A series of 2-oxoalkyl-9H-pyrrolo[1,2-a]indol-9-ones with potential biological activities were synthesized in moderate yields using a dual catalytic system with copper acetate as a transition metal catalyst and eosin Y as a visible light catalyst.
An efficient visible-light-assisted, copper-catalyzed tandem radical cyclization of N-propargylindoles with cyclic ethers is established. A series of 2-oxoalkyl-9H-pyrrolo[1,2-a]indol-9-ones with potential biological activities were synthesized in moderate yields by using a dual catalytic system with copper acetate as a transition metal catalyst and eosin Y as a visible light catalyst. The investigation of reaction mechanism shows that it goes through a cascade oxoalkyl radical addition, cyclization, and oxidation process.

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