Increasing rates and scope of reactions: Sluggish amines in microwave-heated aminocarbonylation reactions under air

被引:229
作者
Wannberg, J [1 ]
Larhed, M [1 ]
机构
[1] Uppsala Univ, Biomed Ctr, Dept Organ Pharmaceut Chem, SE-75123 Uppsala, Sweden
关键词
D O I
10.1021/jo034382d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Commercially available molybdenum hexacarbonyl serves as a convenient and solid carbon monoxide source in palladium-catalyzed aminocarbonylations of aryl bromides and iodides. This improved microwave protocol, relying on DBU as base and THIP as solvent, enables rapid couplings using otherwise sluggish anilines, tert-butylamine, and free amino acids. In addition, Cr(CO)(6) and W(CO)(6) were found to be useful alternative CO releasing reagents. Altogether, 16 different aromatic amides were synthesized under air in 35-95% yield after only 15 min of controlled microwave irradiation.
引用
收藏
页码:5750 / 5753
页数:4
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