38158-81-5Relevant articles and documents
Selective Debromination of α,α,α-Tribromomethylketones with HBr–H2O Reductive Catalytic System
Cheng, Zhao,Guo, Hongmei,Huang, Guozheng,Rexit, Abulikemu Abudu,Wang, Hui,Zheng, Meng-Xia
supporting information, p. 6455 - 6458 (2020/10/21)
A debromination of α,α,α-tribromomethylketones is developed for chemoselective synthesis of α-mono- and α,α-dibromomethylketones with high selectivity under H2O–HBr reductive conditions. This method offers an efficient and direct way to synthesize α-mono or α,α-dibromomethylketone compounds in high to excellent yields through the process of HBr self-circulation in water.
Bromoform activation. TiCl4-Mg-promoted CHBr2 - and CBr3- transfer to a variety of aldehydes and ketones
Yan, Tu-Hsin,Chang, Su-Haur,Chang, Cheng-Ta,Lin, Chia-Kuan,Liu, Chien-Yu
supporting information, p. 5802 - 5805 (2013/12/04)
TiCl4-Mg can mediate addition of CHBr3 to a variety of aldehydes and ketones to form dibromomethyl carbinols and also be used to effect CBr3 transfer to carbonyl groups to form tribromomethyl carbinols. The successful application of TiCl4-Mg-promoted coupling of CHBr3 with various carbonyl compounds, especially in the case of highly enolizable ketones such as 2-indanone and β-tetralone, highlights the extraordinary reactivity and selectivity and the weakly basic nature of this system.
The Reaction of Polyhalogenomethanes with Aldehydes and with 1,3,5-Trinitrobenzene in the Presence of Tin(II) Salts: Evidence for the Formation of Trihalogenomethyl Anions
Atkins, Paul J.,Gold, Victor,Routledge, Paul J.
, p. 1563 - 1566 (2007/10/02)
The (previously reported) formation of 2,2,2-tribromoethanols by the reaction of aromatic aldehydes with tetrabromomethane in the presence of tin(II) fluoride in dimethyl sulphoxide solution also occurs when tin(II) chloride is used in place of the fluoride.Analogous reactions occur with certain other tetrahalogenomethanes, but not with trihalogenomethanes nor with fluorine-containing tetrahalogenomethanes.When the aldehyde is replaced by 1,3,5-trinitrobenzene, Meisenheimer adducts derived from trihalogenomethyl anions are formed.The trihalogenomethyl anions are thought to be a product of the two-electron reduction of tetrahalogenomethanes by tin (II).