PALLADIUM(II)-MEDIATED OXIDATION OF ALCOHOLS USING 1,2-DICHLOROETHANE AS PD(0) REOXIDANT

被引:58
作者
AITMOHAND, S [1 ]
HENIN, F [1 ]
MUZART, J [1 ]
机构
[1] UNIV REIMS,CNRS,UNITE REARRANGEMENTS THERM & PHOTOCHIM,F-51062 REIMS,FRANCE
关键词
D O I
10.1016/0040-4039(95)00286-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The oxidation of primary and secondary, saturated, allylic or benzylic, alcohols is carried out in 1,2-dichloroethane at reflux using catalytic amounts of both PdCl2 and Adogen 464 in the presence of an excess of sodium carbonate, High selectivities are obtained from saturated and benzylic, secondary alcohols. Primary alcohols afford mixtures of aldehydes and esters. The migration of the double bond of alpha,beta-unsaturated alcohols is a competing reaction. It is clearly shown that 1,2-dichloroethane reoxidizes the Pd(0) species.
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页码:2473 / 2476
页数:4
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