Copper-Catalyzed Oxirane-Opening Reaction with Aryl Iodides and Se Powder

Using Se powder as the selenating reagent, the copper-catalyzed double C–Se cross-coupling of aryl iodides, epoxides, and elemental selenium has been developed. This strategy provides a straightforward approach to the synthesis of β-hydroxy phenylselenides with excellent regioselectivity of the ring...

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Veröffentlicht in:Journal of organic chemistry 2016-09, Vol.81 (17), p.7584-7590
Hauptverfasser: Min, Lin, Wu, Ge, Liu, Miaochang, Gao, Wenxia, Ding, Jinchang, Chen, Jiuxi, Huang, Xiaobo, Wu, Huayue
Format: Artikel
Sprache:eng
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Zusammenfassung:Using Se powder as the selenating reagent, the copper-catalyzed double C–Se cross-coupling of aryl iodides, epoxides, and elemental selenium has been developed. This strategy provides a straightforward approach to the synthesis of β-hydroxy phenylselenides with excellent regioselectivity of the ring opening reaction. This process proceeds in generally good yields and is compatible with a broad range of functional groups.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.6b01274