59664-60-7Relevant academic research and scientific papers
Dihalogenation of Alkenes Using Combinations of N-Halosuccinimides and Alkali Metal Halides
Barrio, Pablo,García-Pedrero, Olaya,López-Matanza, Pablo,Rodríguez, Félix,Rubio-Presa, Rubén
supporting information, p. 4762 - 4766 (2021/09/10)
A simple, efficient and eco-friendly method for the vicinal dihalogenation of alkenes is described. The reaction is performed with a combination of a N-halosuccinimide and an alkali metal halide using environmentally benign solvents such as acetic acid an
Mild and Efficient Vicinal Dibromination of Olefins Mediated by Aqueous Ammonium Fluoride
Ng, Wing Hin,Shing, Tony K. M.,Yeung, Ying-Yeung
supporting information, p. 419 - 424 (2018/02/23)
A mild and efficient vicinal dibromination of olefins has been developed by using saturated aqueous ammonium fluoride solution as the promoter. Inexpensive and commercially available N -bromosuccinimide (NBS) was used as the brominating reagent. The corresponding vicinal dibromoalkanes could be obtained in good to excellent yields.
Halocarbocyclization versus dihalogenation: Substituent directed iodine(iii) catalyzed halogenations
Stodulski, Maciej,Goetzinger, Alissa,Kohlhepp, Stefanie V.,Gulder, Tanja
supporting information, p. 3435 - 3438 (2014/03/21)
The nucleophilicity of the substituents in iodobenzene pre-catalysts have a huge impact on product selectivity in iodine(iii) triggered halogenations, steering the reactivity from solely carbocyclizations towards dihalogenations. Utilizing this catalyst-dependent reactivity a diastereo- and chemoselective dihalogenation method was established allowing the conversion of structurally and electronically diverse unsaturated compounds in excellent yields.
Nucleophilic 1,2 addition of bromine to electron deficient double bonds by perbromide reagents
Collado, Isidro G.,Galan, Rosario H.,Massanet, Guillermo M.,Alonso, Miguel S.
, p. 6433 - 6440 (2007/10/02)
Perbromide compounds prove to be excellent reagents for achieving nucleophilic 1,2 addition of bromine to the double bond of α,β-unsaturated compounds. This reaction proved to be highly selective in eudesmanolides with an electronegative substituent at C-
Selective Bromination of Polyenes by 2,4,4,6-tetrabromocyclohexa-2,5-dienone
Kato, Tadahiro,Ichinose, Isao
, p. 1051 - 1056 (2007/10/02)
2,4,4,6-Tetrabromocyclohexa-2,5-dienone (TBCO) liberates bromonium ion when treated with polyenes to form brominated products.The results of the reaction of TBCO with simple olefins are presented.The analogous bromo-ketones, 4-bromo-2,4,6-trichloro- and 2,4,6-tribromo-4-methyl-cyclohexa-2,5-dienone, (4) and (5) respectively, afford the same products (3a), (6), and (7) when treated with geranyl cyanide (1; R = CN).The evidence suggests that formation of the dibromide (3a) may be due to sequential reactions.TBCO in the presence of cetyltrimethylammonium bromide serves as an excellent reagent for selective bromination of polyenes under very mild conditions.
