17215-77-9Relevant articles and documents
A Simple and Efficient Method for the Preparation of α-Halogenated Ketones Using Iron(III) Chloride and Iron(III) Bromide as Halogen Sources with Phenyliodonium Diacetate as Oxidant
Tang, Shi-Zhong,Zhao, Wenshuang,Chen, Tao,Liu, Yang,Zhang, Xiao-Ming,Zhang, Fu-Min
supporting information, p. 4177 - 4183 (2017/12/18)
α-Halogenated ketones are both unique structure moieties existing in biologically natural products and valuable synthetic intermediates for the preparation of functional molecules. An efficient and scalable method for the preparation of α-halogenated ketone using iron (III) chloride and iron (III) bromide as halogen sources with phenyliodonium diacetate as oxidant has been developed, featuring mild reaction conditions, environmentally friendly reagents, and wide substrate scope. Notably, the three-step synthesis of drug prasugrel was achieved using this developed method as a key step with 30% yield on gram-scale. Additionally, the reaction mechanism involving chloride cation was proposed based on some preliminary control experiments. (Figure presented.).
The use of sodium chlorate/hydrochloric acid mixtures as a novel and selective chlorination agent
Moon, Byung Seok,Choi, Han Young,Koh, Hun Yeong,Chi, Dae Yoon
experimental part, p. 472 - 476 (2011/12/04)
Sodium chlorate/hydrochloric acid mixtures were used to chlorinate activated arenes and the α-position of ketones. This chlorination method was used to produce selectively mono-, di-, and trichlorinated compounds by controlling the molarity of sodium chlorate. This reagent proved to be much more efficient and easier to handle than chlorine gas.
2-Chloropyridazin-3(2H)-ones as electrophilic chlorinating agents: Effective α-chlorination of active methylene/methine compounds
Park, Yong-Dae,Kim, Jeum-Jong,Cho, Su-Dong,Lee, Sang-Gyeong,Falck, J. Russell,Yoon, Yong-Jin
, p. 1136 - 1140 (2007/10/03)
2,4,5-Trichloro- (2a) and 2,4-dichloro-5-methoxypyridazin-3(2H)-one (2b) are novel electrophilic chlorinating agents. α-Chlorination of active methylene/methine compounds with 2 in the presence of either Lewis or protonic acids in dichloromethane (for Lewis acid) or water (for protonic acid or none) at room temperature gave also selectively α-monochlorides and/or α,α-dichlorides in good to excellent yields.