Oxime Palladacycle-Catalyzed Suzuki-Miyaura Alkenylation of Aryl, Heteroaryl, Benzyl, and Allyl Chlorides under Microwave Irradiation Conditions
作者:José F. Cívicos、Diego A. Alonso、Carmen Nájera
DOI:10.1002/adsc.201100019
日期:2011.7
cocatalyst, and potassium carbonate as base in N,N‐dimethylformamide at 130 °C under microwave irradiation conditions. Under these conditions, styrenes, stilbenes, and alkenylarenes are obtained in good to high yields, and with high regio‐ and diastereoselectivities in only 20 min. The reported protocol is also very efficient for the regioselective alkenylation of benzyl and allyl chlorides to afford allylarenes
提出了一种在微波辐射下钯催化的有机氯化物的Suzuki-Miyaura交叉偶联的简单新方案。使用4,4'-二氯二苯甲酮肟肟衍生的Palladacycle 1b作为预催化剂,在0.1至0.5 mol%的钯载量下,三(叔丁基)phosph四氟硼酸[[ HP(t- Bu)3 ] BF 4 }作为配体,四正丁基氢氧化铵作为助催化剂,碳酸钾作为碱在N,N中在微波辐射条件下于130°C时生成二甲基甲酰胺。在这些条件下,仅需20分钟即可获得高至高收率的苯乙烯,对苯二甲酸酯和烯基芳烃,并且具有很高的区域选择性和非对映选择性。报告的方案对于苄基和烯丙基氯的区域选择性烯基化反应也非常有效,可提供烯丙基芳烃和1,4-二烯。