Journal
ACS CATALYSIS
Volume 5, Issue 5, Pages 2882-2885Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acscatal.5b00310
Keywords
oxidative coupling; C-H activation; radical; copper catalysis; benzylation; enones; regioselectivity
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Funding
- Chinese Academy of Sciences
- National Natural Science Foundation of China [21222203, 21372231, 21133011]
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A novel copper(II)-catalyzed, regioselective C-H benzylation of enones with toluenes via radical triggered oxidative coupling has been developed. A series of enones and toluenes with different substituents were successfully incorporated, providing a wide range of alpha-benzylated enones with TBP as oxidant by cleavage of C(sp(3)) H bond and C(sp(2)) H bond. Preliminary mechanistic study reveals a benzylic carbon radical is generated, and regioselectively reacts with enones to deliver the corresponding products.
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