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Cooperative NHC and Photoredox Catalysis for the Synthesis of 1,4-Dicarbonyl Compounds via Diacylation of Alkenes.

Shihao LiHaojun ShuSheng WangWenqing YangFei TangXiao-Xuan LiShi-Lu FanYi-Si Feng
Published in: Organic letters (2022)
An intermolecular 1,2-diacylation of alkenes is disclosed via cooperative N-heterocyclic carbene and photoredox catalysis under the mediation of PPh 3 and Cs 2 CO 3 . This protocol provides a practical approach for construction of 1,4-dicarbonyl compounds toward novel diketone and pharmaceutical derivatives. Furthermore, the regioselective dicarbonyl compounds can be synthesized by adding acyl azolium salt. Mechanistic investigations suggest that the process was a critical radical/radical cross coupling of ketyl radicals with benzylic C-radicals.
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