54723-12-5Relevant academic research and scientific papers
Substituent Effect in the Synthesis of α,α-Dibromoketones, 1,2-Dibromalkenes, and 1,2-Diketones from the Reaction of Alkynes and Dibromoisocyanuric Acid
Cho, Eunjeong,Jayaraman, Aravindan,Lee, Junseong,Ko, Kyoung Chul,Lee, Sunwoo
, p. 1846 - 1858 (2019/03/07)
Internal alkynes reacted with dibromoisocyanuric acid/H2O to afford α,α-dibromoketone and 1,2-diketone derivatives. Diarylalkynes with activating groups provided 1,2-diketone derivatives as the major products, whereas diarylalkynes with a non-activating group or alkylarylalkynes gave α,α-dibromoketone derivatives as the major products. In addition, diarylalkynes with deactivating groups provided 1,2-dibromoalkenes. The reaction was conducted at room temperature and showed good yields in most cases. Reaction pathways have been proposed on the basis of experimental observations and density functional theory (DFT) calculations. (Figure presented.).
Highly stereo-selective synthesis of (Z)-2,3-diiodo-1,4-diarylbut-2-ene-1, 4-diones via oxidative iodination of 1,4-diarylbuta-1,3-diynes
Singha, Raju,Dhara, Shubhendu,Ray, Jayanta K.
, p. 23989 - 23992 (2013/11/19)
A novel and highly stereo and regioselective oxidative iodination of 1,4-diarylbuta-1,3-diynes promoted by N-iodosuccinamide results in (Z)-2,3-diiodo-1,4-diarylbut-2-ene-1,4-diones. In the case of NBS, the stereo-selectivity is moderate while NIS gives exclusively Z product. A plausible mechanism for the formation of both E and Z products is also proposed.
A new simple synthesis of aryl-substituted 1,4-diketones
Kel'in, Alexander V.,Kulinkovich, Oleg G.
, p. 330 - 332 (2007/10/03)
1,4-Diketones have been prepared by aldol condensation of methyl ketones with α-bromo ketones in the presence of tert-butoxymagnesium or diethylamido magnesium bromide and subsequent rearrangement of the formed 4-bromo-3-hydroxy ketones under the action o
