Copper-catalyzed dehydrogenative cross-coupling reaction between allylic C-H bonds and α-C-H bonds of ketones or aldehydes.
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).
Department of Chemistry, Zhejiang University, Hangzhou 310028 (P. R. China).
Xing-Fen
XF
Huang
Muhammad
M
Salman
Zhi-Zhen
ZZ
Huang
CH bonds; aldehyde; allylic; coupling reactions; ketones