Chen, Shuqing published the artcileRedox-neutral ortho-C-H amination of pinacol arylborates via palladium(II)/norbornene catalysis for aniline synthesis, Synthetic Route of 1293284-58-8, the publication is Chemical Science (2019), 10(36), 8384-8389, database is CAplus and MEDLINE.
A palladium(II)/norbornene cooperative catalysis enabled redox-neutral ortho-C-H amination of pinacol aryl- or heteroarylborates for the synthesis of structurally diverse anilines was reported. The method was scalable, robust (tolerance of air and moisture), phosphine ligand-free and compatible with a wide range of functionalities. These practical features made this reaction amenable for industry. A plethora of synthetically very useful halogenated anilines which often cannot be prepared via other transition-metal-catalyzed aminations were readily produced using this method. Particularly, the orthogonal reactivity between pinacol arylborates and aryl iodides was demonstrated. Preliminary deuterium-labeling studies revealed a redox-neutral ipso-protonation mechanism of this process, which will surely inspire the future development of this field. Overall, the exceptionally broad scope (47 examples) and reliability of this procedure, together with the wide availability of pinacol arylborates made this chem. a valuable addition to the existing methods for aniline synthesis.
Chemical Science published new progress about 1293284-58-8. 1293284-58-8 belongs to esters-buliding-blocks, auxiliary class Fluoride,Boronic acid and ester,Benzene,Ester,Benzene Compounds,Boronate Esters,Boronic Acids,Boronic acid and ester, name is Methyl 5-fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate, and the molecular formula is C14H18BFO4, Synthetic Route of 1293284-58-8.
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