Zhu, Chen published the artcileElusive Metal-Free Primary Amination of Arylboronic Acids: Synthetic Studies and Mechanism by Density Functional Theory, Related Products of chlorides-buliding-blocks, the publication is Journal of the American Chemical Society (2012), 134(44), 18253-18256, database is CAplus and MEDLINE.
Herein the authors disclose the first metal-free synthesis of primary aromatic amines from arylboronic acids, a reaction that has eluded synthetic chemists for decades. This remarkable transformation affords structurally diverse primary arylamines in good chem. yields, including a variety of halogenated primary anilines that often cannot be prepared via transition-metal-catalyzed amination. The reaction is operationally simple, requires only a slight excess of aminating agent [O-(2,4-dinitrophenyl)hydroxylamine], proceeds under neutral or basic conditions, and, importantly, can be scaled up to provide multigram quantities of primary anilines. D. functional calculations reveal that the most likely mechanism involves a facile 1,2-aryl migration, and that the presence of an ortho nitro group in the aminating agent plays a critical role in lowering the free energy barrier of the 1,2-aryl migration step.
Journal of the American Chemical Society published new progress about 209919-30-2. 209919-30-2 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is 4-Chloro-2-methylphenylboronic acid, and the molecular formula is C14H10N2O, Related Products of chlorides-buliding-blocks.
Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics