Generation of Alkoxyl Radicals by Photoredox Catalysis Enables Selective C(sp3)−H Functionalization under Mild Reaction Conditions |
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| Authors: | Jing Zhang Yang Li Fuyuan Zhang Chenchen Hu Prof. Dr. Yiyun Chen |
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| Affiliation: | 1. State Key Laboratory of Bioorganic and Natural Products Chemistry, Collaborative Innovation Center of Chemistry for Life Sciences, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, China;2. School of Physical Science and Technology, ShanghaiTech University, Shanghai, China |
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| Abstract: | Reported herein is the first visible‐light‐induced formation of alkoxyl radicals from N‐alkoxyphthalimides, and the Hantzsch ester as the reductant is crucial for the reaction. The selective hydrogen atom abstraction by the alkoxyl radical enables C(sp3)?H allylation and alkenylation reactions under mild reaction conditions at room temperature. Broad substrate variations, including a structurally complexed steroid, undergo the C(sp3)?H functionalization reaction effectively with high regio‐ and chemoselectivity. |
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| Keywords: | allylic compounds C− H functionalization photochemistry alkoxyl radicals reaction mechanisms |
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