Indium-Mediated Synthesis of Benzylic Hydroperoxides

An indium(0)-metal-mediated efficient synthesis of benzylic hydroperoxides is described. The reaction proceeds efficiently with a broad range of benzyl bromides under aerobic conditions at room temperature to afford benzyl hydroperoxides in good to excellent yields. In addition, the tandem hydropero...

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Veröffentlicht in:Organic letters 2019-06, Vol.21 (12), p.4428-4432
Hauptverfasser: Hou, Yuxuan, Hu, Jinjin, Xu, Ruigang, Pan, Shulei, Zeng, Xiaofei, Zhong, Guofu
Format: Artikel
Sprache:eng
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Zusammenfassung:An indium(0)-metal-mediated efficient synthesis of benzylic hydroperoxides is described. The reaction proceeds efficiently with a broad range of benzyl bromides under aerobic conditions at room temperature to afford benzyl hydroperoxides in good to excellent yields. In addition, the tandem hydroperoxidation-Michael addition of (E)-1-(bromomethyl)-2-(2-nitrovinyl)­benzene was also demonstrated.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.9b01070