Institute of Biochemistry & Molecular Biology, School of Life Sciences, Lanzhou University, Lanzhou 730000, People's Republic of China.
J Org Chem. 2013 Apr 5;78(7):3243-9. doi: 10.1021/jo400152f. Epub 2013 Mar 19.
In the addition of TMEDA in toluene, aryl Grignards could effectively and site-specifically ortho-arylate electron-deficient heteroarenes under mild conditions. This endeavor successfully changed the old low-yielding reaction, aryl Grignard addition to N-heteroarenes, into an efficient procedure for heterobiaryls. The combination of the inexpensive aryl Grignards, TMEDA, the cost-free air, no use of any transition-metal catalyst, the mild reaction conditions, and the high-yielding gram-scale results enables this new procedure to be cost-effective and potentially utilizable in industry.
在甲苯中添加 TMEDA，芳基 Grignard 试剂可以在温和条件下有效地、特异性地邻位芳基化缺电子杂芳环。这一努力成功地改变了旧的低产率反应，即芳基 Grignard 试剂与 N-杂芳环的加成，成为制备杂联芳烃的有效方法。该新方法使用廉价的芳基 Grignard 试剂、TMEDA、免费的空气、不使用任何过渡金属催化剂、温和的反应条件和高产率的克级规模结果，具有成本效益，并且在工业上具有潜在的应用价值。
