New Synthesis of Aryl and Heteroaryl N-Acylureas via Microwave-Assisted Palladium-Catalysed Carbonylation

被引:30
|
作者
Liptrot, David [1 ]
Alcaraz, Lilian [1 ]
Roberts, Bryan [1 ]
机构
[1] AstraZeneca R&D Charnwood, Dept Chem, Loughborough LE11 5RH, Leics, England
关键词
N-acylureas; carbonylation; homogenous catalysis; microwave heating; palladium; ureas; CARBON-MONOXIDE SOURCE; PROMOTED AMINOCARBONYLATION; ATMOSPHERIC-PRESSURE; MO(CO)(6); CHLORIDES; BROMIDES; IODIDES; ESTERS;
D O I
10.1002/adsc.201000395
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A new, practical synthesis of aryl and heteroaryl N-acylureas has been developed via palladium-catalysed carbonylation of aryl or heteroaryl halides in the presence of urea nucleophiles. A range of reactions illustrating the wide scope of this reaction was carried out under microwave irradiation, using either carbon monoxide gas in a vessel equipped with a gas inlet adapter, or molybdenum hexacarbonyl as the carbon monoxide source in standard microwave vials. The reactions proceeded in good to excellent yields. To illustrate the usefulness of this method a one-step synthesis of the important insecticide diflubenzuron is reported.
引用
收藏
页码:2183 / 2188
页数:6
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