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Dehydrogenation of Inert Alkyl Groups via Remote C−H Activation: Converting a Propyl Group into a π-Allylic Complex

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posted on 2008-04-28, 00:00 authored by Ramesh Giri, Nathan Maugel, Bruce M. Foxman, Jin-Quan Yu
Pd(OAc)2-mediated dehydrogenation of an alkyl group to a double bond or a η3-allylic complex via sp3 C−H bond activation and allylic oxidation is reported. A novel redox is proposed for this double oxidation under oxidant-free conditions. A catalytic protocol using benzoquinone as the stoichiometric oxidant has also been developed for the dehydrogenation of cyclopentylcarboxamides.

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