Effects of a Bidentate Phosphine Ligand on Palladium-Catalyzed Nucleophilic Substitution Reactions of Propargyl and Allyl Halides with Thiol
Effects of a Bidentate Phosphine Ligand on Palladium-Catalyzed Nucleophilic Substitution Reactions of Propargyl and Allyl Halides with Thiol
复制标题
双齿膦配体对钯催化的炔丙基和烯丙基卤化物与硫醇的亲核取代反应的影响
DOI：
10.1021/om030120q
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发表时间：
2003
期刊：
影响因子：
2.8
通讯作者：
K. Kakiuchi
中科院分区：
文献类型：
--
作者：
K. Tsutsumi;Tomomi Yabukami;Kouji Fujimoto;T. Kawase;Tsumoru Morimoto;K. Kakiuchi
在极性溶剂（DMF-d 7>氯仿-d>苯-d 6）中，dppe（dppe > P（t-Bu）3 > PPh 3> P（联苯）（t-Bu）2）催化炔丙基卤1与n-PrSH的亲核取代反应顺利进行，产率高。讨论了该反应中合适的催化中间体。另外，dppe在烯丙基氯与硫醇的反应中是一个有效的配体。
Palladium-catalyzed nucleophilic substitution reactions of propargyl halides 1 with n-PrSH proceed smoothly with excellent yield by using dppe (dppe > P(t-Bu)3 > PPh3 > P(biphenyl)(t-Bu)2) in polar solvent (DMF-d7 > chloroform-d > benzene-d6). A suitable catalytic intermediate in this reaction is discussed. In addition, dppe was found to be an efficient ligand in the reaction of allyl chloride with thiol.