College of Chemistry & Materials Engineering, Wenzhou University, Wenzhou 325035, PR China.
Org Lett. 2011 Nov 18;13(22):6114-7. doi: 10.1021/ol202609a. Epub 2011 Oct 20.
The decarboxylative coupling of isatoic anhydrides with arylboronic acids was realized for the first time in the presence of Pd(2)(dba)(3) and DPEphos, achieving aryl o-aminobenzoates with yields ranging from moderate to good. The efficiency of this procedure was demonstrated by good compatibility with fluoro, chloro, bromo, nitro, cyano, trifluoromethyl, formacyl, acetyl, thienyl, and naphthyl groups. Preliminary mechanistic experiments using deuterium labeling showed that the oxygen atom was derived from dioxygen.
异氰酸酐与硼酸芳基的脱羧偶联反应首次在 Pd(2)(dba)(3)和 DPEphos 的存在下实现，得到了收率中等至良好的芳基邻氨基苯甲酸酯。该方法的效率通过与氟、氯、溴、硝基、氰基、三氟甲基、甲酰基、乙酰基、噻吩基和萘基的良好相容性得到了证明。使用氘标记的初步机理实验表明，氧原子来自氧气。
