70288-97-0Relevant articles and documents
Visible-Light-Driven Oxidative Mono- and Dibromination of Benzylic sp 3 C-H Bonds with Potassium Bromide/Oxone at Room Temperature
Zhao, Mengdi,Li, Meiqi,Lu, Wenjun
supporting information, p. 4933 - 4939 (2018/12/14)
Benzylic sp 3 C-H bonds have been successfully brominated with potassium bromide by using Oxone as an oxidant in water/dichloromethane under visible light at room temperature. Toluene, ethylbenzene and other alkylbenzenes bearing an electron-withdrawing group, such as Br, Cl, COMe, CO 2 Et, CO 2 H, CN or NO 2, provide the corresponding benzylic monobromides in good to excellent yields in this reaction. Dibromides can also be produced in the presence of excess potassium bromide in a prolonged reaction time. Control of the illuminance of visible light (~500 lux) is crucial to achieving both high yield and high selectivity in these brominations. Mono- and difluorides can be conveniently prepared through nucleophilic substitutions of the benzylic bromides with potassium fluoride.
Easy access for the synthesis of 2-aryl 2,3-dihydroquinazolin-4(1H)-ones using gem-dibromomethylarenes as synthetic aldehyde equivalent
Narasimhamurthy, Kereyagalahally H.,Chandrappa, Siddappa,Sharath Kumar, Kothanahally S.,Harsha, Kachigere B.,Ananda, Hanumappa,Rangappa, Kanchugarakoppal S.
, p. 34479 - 34486 (2014/10/16)
One step synthesis of 2,3-dihydroquinazolin-4(1H)-ones from gem-dibromomethylarenes using 2-aminobenzamide is described. Gem-dibromomethylarenes are used as aldehyde equivalent for the efficient synthesis of 2,3-dihydroquinazolin-4(1H)-ones, this synthesis takes shorter reaction time with quick isolation and excellent product yield. This journal is the Partner Organisations 2014.
High selectively oxidative bromination of toluene derivatives by the H 2O2-HBr system
Ju, Jie,Li, Yu Jin,Gao, Jian Rong,Jia, Jian Hong,Han, Liang,Sheng, Wei Jian,Jia, Yi Xia
scheme or table, p. 382 - 384 (2012/01/05)
An aqueous solution of hydrogen peroxide and hydrogen bromide illuminated by a 60 W incandescent light bulb serves as a source of bromine radicals. Various substituted toluenes (NO2, Cl, Br, H, CH3) were high selectively brominated at the benzyl position for monobromination in CH2Cl2 at ice water with catalyst free. This simple but effective bromination of toluene derivatives with an aqueous H2O 2-HBr system is characterized with the use of inexpensive reagents and a lower impact on the environment, which make it a good alternative to the existing bromination methods.