PALLADIUM-CATALYZED, ATMOSPHERIC-PRESSURE CARBONYLATION OF ALLYLIC HALIDES UNDER THE INFLUENCE OF SODIUM-HYDROXIDE OR ALKOXIDES - A FACILE SYNTHESIS OF BETA,GAMMA-UNSATURATED ACIDS

被引:50
作者
OKANO, T
OKABE, N
KIJI, J
机构
[1] Department of Materials Science, Faculty of Engineering, Tottori University, Tottori
关键词
D O I
10.1246/bcsj.65.2589
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The palladium-catalyzed, atmospheric-pressure carboxylation of allylic halides occurs readily in an aqueous sodium hydroxide/organic solvents two-phase system, giving beta,gamma-unsaturated acids. Phosphine complexes [PdCl2L2] (I, L=m-(Ph2P)C6H4SO3Na; II, L=Ph3P) or Na2[PdCl4] (III) can be used as the catalyst. Atmospheric-pressure alkoxycarbonylation is realized under the influence of a homogeneous alcoholic solution of sodium alkoxide. Phosphine-free palladium complexes, such as [(pi-allyl)PdCl]2 or III, are the favored catalyst. Beta,gamma-Unsaturated esters are obtained in high yields.
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页码:2589 / 2593
页数:5
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