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Copper‐Catalyzed Dehydrogenative Cross‐Coupling Reaction between Allylic CH Bonds and α‐CH Bonds of Ketones or Aldehydes
Authors:Xing‐Fen Huang  Muhammad Salman  Prof. Zhi‐Zhen Huang
Affiliation:1. Department of Chemistry, Zhejiang University, Hangzhou 310028 (P. R. China);2. State Key Laboratory of Elemento‐organic Chemistry, Nankai University, Tianjin, 300071 (P. R. China)
Abstract:A dehydrogenative cross‐coupling reaction between allylic C?H bonds and the α‐C?H bond of ketones or aldehydes was developed using Cu(OTf)2 as a catalyst and DDQ as an oxidant. This synthetic approach to γ,δ‐unsaturated ketones and aldehydes has the advantages of broad scope for both ketones and aldehydes as reactants, mild reaction conditions, good yields and atom economy. A plausible mechanism using Cu(OTf)2 as a Lewis acid catalyst was also proposed (DDQ=2,3‐dichloro‐5,6‐dicyano‐1,4‐benzoquinone; Tf=trifluoromethanesulfonate).
Keywords:aldehyde  allylic  C  H bonds  coupling reactions  ketones
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