Key Laboratory of Chemical Biology & Traditional Chinese Medicine Research (Ministry of Education), Hunan Normal University, Changsha 410081, China.
J Org Chem. 2010 Aug 20;75(16):5635-42. doi: 10.1021/jo101063p.
Palladium-catalyzed cross-coupling reaction of terminal alkynes with arylboronic acids has been described. In the presence of Pd(OAc)(2) and Ag(2)O, a variety of terminal alkynes, including electron-poor terminal alkynes, smoothly underwent the reaction with numerous boronic acids to afford the corresponding internal alkynes in moderate to good yields. Moreover, this methodology was applied to the synthesis of 1H-isochromenes and diynes. It is noteworthy that the reaction proceeds under ligand-free and relative lower loading Pd conditions, and the maximal TONs (turnover numbers) of the reaction are up to 720,000.
钯催化的末端炔烃与芳基硼酸的交叉偶联反应已经被描述。在 Pd(OAc)(2)和 Ag(2)O 的存在下，各种末端炔烃，包括缺电子的末端炔烃，都能顺利地与许多硼酸反应，以中等至良好的产率得到相应的内部炔烃。此外，该方法还被应用于 1H-异色烯和二炔的合成。值得注意的是，反应在无配体和相对较低负载钯条件下进行，反应的最大 TON（周转数）可达 720,000。
