Zhang XX, Buchwald SL
Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA.
J Org Chem. 2000 Nov 17;65(23):8027-31. doi: 10.1021/jo005577d.
N-Aryl-aza-crown ethers were efficiently prepared by reaction of an aza-crown ether with an aryl bromide via a palladium-catalyzed amination. The combination of Pd(2)(dba)(3) and a biphenyl-based electron-rich bulky monophosphine is effective for catalyzing the coupling of 1-aza-15-crown-5 with both electron-deficient and electron-rich aryl bromides under mild conditions. N-Aryl-aza-crown ethers were produced in 75-91% yields. N-Aryl-aza-crown ethers with o-aryl substituents can also be synthesized using this catalyst system, albeit in lower yields ( approximately 40%).
通过钯催化的胺化反应，氮杂冠醚与芳基溴反应可高效制备N-芳基氮杂冠醚。在温和条件下，Pd₂(dba)₃与基于联苯的富电子大位阻单膦的组合对于催化1-氮杂-15-冠-5与缺电子和富电子芳基溴的偶联反应是有效的。N-芳基氮杂冠醚的产率为75%至91%。带有邻位芳基取代基的N-芳基氮杂冠醚也可以使用该催化体系合成，尽管产率较低（约40%）。
