期刊
CHEMICAL COMMUNICATIONS
卷 55, 期 6, 页码 767-770出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c8cc08942f
关键词
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We herein report a simple and clean photo-induced metal-free reduction of C-X bond under an atmosphere of air at room temperature. Isopropanol is used as both the reducing reagent and solvent. Various functional groups (acids, esters, alcohols, anilines, phenols, indoles, pyridines, cyano and trifluoromethyl groups) and other heterocyclic compounds are tolerated. Different organic halides (including C-I, C-Br and C-Cl bonds) can be dehalogenated with moderate to excellent yields. Polyhalides are also reduced chemoselectively and efficiently. DFT calculation suggests a six-membered ring transition state via C-X center dot center dot center dot H-O hydrogen bonding to decrease the activation energy.
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