Qiu, Di; Mo, Fanyang; Zheng, Zhitong; Zhang, Yan; Wang, Jianbo published the artcile< Gold(III)-catalyzed halogenation of aromatic boronates with N-halosuccinimides>, Reference of 112-63-0, the main research area is halogenation arylboronate halosuccinimide gold trichloride catalyst; regioselective halogenation aryl boronate substituent directed preparation haloaryl boronate; chlorination bromination iodination arylboronate trichlorogold catalyst regioselective preparation haloarylboronate.
Halogenation of aryl boronates ArB(OCMe2)2 (ArBpin) was achieved by reaction with N-halosuccinimide in the presence of 2 mol% of AuCl3; in the same conditions, iron halides, BF3·OEt2 and other common catalysts were proven to be ineffective. Bromination of phenylboronate PhBpin was shown to be non-regioselective, yielding approx. 1:1:1 mixture of 2-Br-, 3-Br-, and 4-BrC6H4Bpin isomers, thus proving a weak ortho-para directing properties of the Bpin substituent. The directing effect of the boronate may be overridden in halogenation of differently substituted benzene derivatives XC6H4Bpin (X = 3-MeO, 2-MeO, 2-Me, 3-Me, 3-OH, 3-Cl, 3-Br, 3-F3CO, 4-Cl) or of disubstituted benzeneboronates X2C6H3Bpin (X2 = 3,5-Me2, 3,5-F2, 3,5-Cl2), which proceeds selectively and with good yields in o- or p-positions to the substituents X. 2- And 3-thiopheneboronates were also halogenated in 5- and 2,5-positions, resp.
Organic Letters published new progress about Aromatic compounds Role: PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Reference of 112-63-0.
Referemce:
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