80826-86-4Relevant articles and documents
A green catalytic method for selective synthesis of iodophenols via aerobic oxyiodination under organic solvent-free conditions
Xin, Hongchuan,Hu, Liangning,Yu, Jianqiang,Sun, Wenshou,An, Zengjian
, p. 1 - 4 (2017/01/28)
A highly efficient catalytic method for aerobic oxyiodination of various phenols catalysed by copper(II) nitrate was achieved under mild conditions using I2as an iodinating reagent, molecular oxygen as an oxidant, and water as a solvent. The catalyst shows not only high activity for phenols with either electron-donating or electron-withdrawing groups, but also a remarkable selectivity for the formation of para-iodo substituted phenols. This study offers a green method for iodination of aromatic phenols with high atom economy.
Efficient and Practical Oxidative Bromination and Iodination of Arenes and Heteroarenes with DMSO and Hydrogen Halide: A Mild Protocol for Late-Stage Functionalization
Song, Song,Sun, Xiang,Li, Xinwei,Yuan, Yizhi,Jiao, Ning
supporting information, p. 2886 - 2889 (2015/06/30)
An efficient and practical system for inexpensive bromination and iodination of arenes as well as heteroarenes by using readily available dimethyl sulfoxide (DMSO) and HX (X = Br, I) reagents is reported. This mild oxidative system demonstrates a versatile protocol for the synthesis of aryl halides. HX (X = Br, I) are employed as halogenating reagents when combined with DMSO which participates in the present chemistry as a mild and inexpensive oxidant. This oxidative system is amenable to late-stage bromination of natural products. The kilogram-scale experiment (>95% yield) shows great potential for industrial application.
Selectivity enhancement of aromatic halogenation reactions at the micellar interface: Effect of highly ionic media
Samant, Bhupesh S.,Bhagwat, Sunil S.
scheme or table, p. 1039 - 1044 (2012/10/18)
Halogenation (iodination and bromination) of various aromatic compounds has been studied in micellar media in order to observe the effect on regioselectivity and conversion of the reaction. The addition of surfactant causes a change in the chemical shifts of the aromatic proton resonance of phenol which proves the orientation of the aromatic compound on the micellar surface. However, increase in ionic strength of the reaction media affects the selectivity of reaction by disturbing this spatial orientation of the aromatic compound in the micelle. Selectivity towards particular isomers is dependent on the concentration of the surfactant. In bromination of chlorobenzene (deactivated aromatic compound) enhancement in selectivity and conversion towards the para isomer has been observed.