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Download fileVisible-Light-Induced Intermolecular Dearomative Cyclization of 2‑Bromo-1,3-dicarbonyl Compounds and Alkynes: Synthesis of Spiro[4.5]deca-1,6,9-trien-8-ones
journal contribution
posted on 2018-09-07, 14:36 authored by Wuheng Dong, Yao Yuan, Xiaoshuang Gao, Miladili Keranmu, Wanfang Li, Xiaomin Xie, Zhaoguo ZhangA visible-light-induced
photocatalytic intermolecular dearomative cyclization of 2-bromo-1,3-dicarbonyl
compounds and alkynes afforded biologically important spirocarbocycle
structures in moderate to good yields via a 5-exo-dig radical cyclization
under mild reaction conditions. A 5.0 mmol scale dearomatization reaction
proceeded smoothly with 95% yield even when the catalyst loading was
reduced to 0.1 mol %, suggesting that this method was suitable for
large-scale synthesis.
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5.0 mmol scale dearomatization reactionSpiro0.1reaction conditionsyieldspirocarbocycle structuresBromoCompound2-methodSynthesi5- exo-digAlkynebromocompounddearomative cyclizationcatalyst loadingalkynevisible-light-induced photocatalyticVisible-Light-Induced Intermolecular Dearomative Cyclizationsynthesis