Pd催化交叉偶联P—C键形成反应

Formation of P—C Bonds via Palladium-Catalyzed Cross-Coupling Reactions

近30年来,Pd催化交叉偶联形成P—C键的反应在药物、催化剂配体、阻燃剂和高分子材料等领域受到普遍重视。本文介绍了Pd催化交叉偶联反应形成P—C键的方法,以及利用该法制备有机膦化合物的研究进展。作为反应底物的磷亲核试剂包括亚磷酸二烷基酯、亚膦酸酯、次膦酸酯、氧化膦、伯或仲膦、三芳基膦、亚磷酸三烷基酯、膦-硅(锡)化合物和膦-硼烷复合物等,参与偶联反应的亲电试剂包括卤代烯烃、卤代芳烃、三氟甲磺酸烯基酯、三氟甲磺酸芳基酯、乙烯基硼酸酯等,并对反应机理、反应条件和反应的影响因素进行了探讨。

Over the past three decades,palladium-catalyzed cross-coupling P—C bonds formation reactions attracted much attention in synthesis of medicines,catalyst-ligands,flame-retardants and polymer materials.The recent progress in phosphorus-carbon bond formation via palladium catalyzed cross-coupling reactions to synthesize organophosphorus compounds is reviewed in this paper.Different classes of phosphorus-based nucleophiles used as substrates in these reactions include dialkylphosphites,hypophosphonous esters,hypophosphites,phosphine oxides,primary/secondary phosphines,triaryl phosphines,trialkyl phosphites,phosphorus-silicon/stannum compounds,phosphine-borane complexes,etc.At the same times,electrophiles used in these cross-coupling reactions include alkenyl halides,aryl halides,alkenyltriflate,aryltriflate,vinylboronates and so on.The reaction mechanism,conditions and influence factors is also described in this paper.