Publisher： John Wiley & Sons Inc
E-ISSN： 1099-0690|2015|24|5334-5338
ISSN： 1434-193x
Source： EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Vol.2015, Iss.24, 2015-08, pp. : 5334-5338
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Abstract
AbstractThe undecorated Cu(OAc)2‐catalyzed para‐hydroxy group triggered oxidative coupling of 2,6‐disubstituted 4‐cresols with fluorinated β‐keto esters or malonates leading to benzylic C(sp3)–C(sp3) bond formation was investigated. This formal double C(sp3)–H coupling method features mild conditions, atom economy, ligand‐ and additive‐free catalysis, and ambient air as the terminal oxidant. This ecofriendly method allows rapid access to highly functionalized 3‐phenylpropanoate derivatives containing fluorinated quaternary carbon‐like centers. On the basis of active p‐benzoquinone methide intermediates, a plausible mechanism was proposed.
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