Palladium catalysed aryl amination reactions in supercritical carbon dioxide

被引：48
|
作者：
Smith, CJ
Tsang, MWS
Holmes, AB
Danheiser, RL
Tester, JW
机构：
[1] Univ Cambridge, Dept Chem, Melville Lab, Cambridge CB2 1EW, England
[2] Univ Melbourne, Sch Chem, Parkville, Vic 3010, Australia
[3] Univ Melbourne, Bio21 Inst, Parkville, Vic 3010, Australia
[4] MIT, Dept Chem, Cambridge, MA 02139 USA
[5] MIT, Dept Chem Engn, Cambridge, MA 02139 USA
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2005年 / 3卷 / 20期
关键词：
D O I：
10.1039/b509345g
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Palladium catalysed C-N bond formation in supercritical carbon dioxide has been accomplished. Carbamic acid formation is avoided in part through the use of an N-silylamine as the coupling partner. Employing a catalyst system of Pd(2)dba(3) (1 mol%) and 2-dicyclohexylphosphino-2',4',6'-triisopropyl-1, 1'-biphenyl (X-Phos) (2 mol%) enabled the catalytic amination of aryl bromides and chlorides with N-silylanilines to be realised in excellent yield. Extension of the methodology to the N-arylation of N-silyldiarylamines, N-silylazoles and N-silylsulfonamides is reported.
引用
收藏
页码：3767 / 3781
页数：15
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