141503-23-3Relevant articles and documents
One-pot Synthesis of α,α-Dichloroketones from Alkynes Using the N,N-Dimethylformamide/HCl/Potassium Monoperoxysulfate System
Kim, Kye Kwang,Kim, Jae Nyoung,Kim, Kyoung Mahn,Kim, Hyoung Rae,Ryu, Eung K.
, p. 603 - 604 (1992)
The reaction of alkynes with N,N-dimethylformamide (DMF)/HCl/potassium monoperoxysulfate (Oxone, Aldrich) afforded the corresponding α,α-dichloroketones in good yields.
Modular and Chemoselective Strategy for Accessing (Distinct) α,α-Dihaloketones from Weinreb Amides and Dihalomethyllithiums
Malik, Monika,Pace, Vittorio,Senatore, Raffaele,Touqeer, Saad,Urban, Ernst
supporting information, p. 5056 - 5061 (2020/10/21)
The selective transfer of diversely functionalized dihalomethyllithiums (LiCHBrCl, LiCHClI, LiCHBrI, LiCHCl2, LiCHBr2, LiCHFI) to Weinreb amides for preparing gem-dihaloketones in one synthetic operation is reported. The capability of these amides as acylating agents and, the wide availability of dihalomethanes as pronucleophiles, enable a straightforward route to the title compounds under full chemocontrol. No racemization phenomena were evidenced in the case of optically active materials. Additionally, tolerance to sensitive functional groups (esters, amides, halogens, olefins etc.) was uniformly noticed, thus making this conceptually intuitive strategy flexible and tunable by the operator. (Figure presented.).
