ãRuthenium-Catalyzed Carbonylative Coupling of Anilines with Organoboranes by the Cleavage of Neutral Aryl C-N Bondã?was published in Organic Letters in 2020. These research results belong to Xu, Jian-Xing; Zhao, Fengqian; Yuan, Yang; Wu, Xiao-Feng. Safety of 4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane The article mentions the following:
Herein, the first ruthenium-catalyzed Suzuki-type carbonylative reaction of electronically neutral anilines I (R1 = H; R2 = Me, F, Cl, t-Bu, H; R3 = H, F; R1R2 = -CH=CH-CH=CH-) and N,N-dimethyl-2-(pyrimidin-2-yl)aniline via C(aryl)-N bond cleavage was reported. Without any ligand and base, diaryl ketones II (R4 = 3-bromophenyl, 2,4,6-trimethylphenyl, 2-naphthyl, etc.) and phenyl(2-(pyrimidin-2-yl)phenyl)methanone can be obtained in moderate to high yields by using Ru3(CO)12 as the catalyst and chelation assisted by pyridine. The pyridine ring has a significant effect on both high efficiency and high regioselectivity in the cleavage of the aryl C-N bond in anilines. The experimental part of the paper was very detailed, including the reaction process of 4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane(cas: 24388-23-6Safety of 4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane)
4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane(cas: 24388-23-6) can be used to prepare sulfinamide derivatives by reacting with diethylaminosulfur trifluoride (DAST) and potassium phenyltrifluoroborate.Safety of 4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane
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