42086-53-3Relevant academic research and scientific papers
Desymmetrization of meso-Dibromocycloalkenes through Copper(I)-Catalyzed Asymmetric Allylic Substitution with Organolithium Reagents
Goh, Shermin S.,Guduguntla, Sureshbabu,Kikuchi, Takashi,Lutz, Martin,Otten, Edwin,Fujita, Makoto,Feringa, Ben L.
, p. 7052 - 7055 (2018)
The highly regio- and enantioselective (up to >99:1 dr, up to 99:1 er) desymmetrization of meso-1,4-dibromocycloalk-2-enes using asymmetric allylic substitution with organolithium reagents to afford enantioenriched bromocycloalkenes (ring size of 5 to 7)
Bromination of Cyclohexa-1,3-diene and (R,S)-Cyclohexa-3,5-diene-1,2-diol
Han, Xinghua,Khedekar, Rajashree N.,Masnovi, John,Baker, Ronald J.
, p. 5245 - 5250 (1999)
The configuration of 1,2,3,4-tetrabromocyclohexane (mp 90°C), 5a, has been established as 1,2t,3t,4c by an X-ray crystallographic determination. The structures of two of three dibromocyclohexenes (3a, 3b, and 3c) have been reassigned on the basis of NMR e
Syntheses of 3-[(Alkylamino)methylene]-6-methylpyridine-2,4(1 H,3 H)-diones, 3-substituted 7-methyl-2 H -pyrano[3,2- c ]pyridine-2,5(6 H)-dione fluorescence probes, and tetrahydro-1 H,9 H -2,10-dioxa-9-azaanthracen-1-ones
Prior, Allan M.,Gunaratna, Medha J.,Kikuchi, Daisuke,Desper, John,Kim, Yunjeong,Chang, Kyeong-Ok,Maezawa, Izumi,Jin, Lee-Way,Hua, Duy H.
, p. 2179 - 2190 (2014/08/18)
Various condensation and ring-closing reactions were used for the syntheses of 3-[(alkylamino)methylene]-6-methylpyridine-2,4(1H,3H)-diones, bicyclic pyridinones, and tricyclic morpholinopyrones. For instance, 3-[(dialkylamino) methylene]-6-methylpyridine-2,4(1H,3H)-diones were synthesized from the condensation of dialkylamines and 3-formyl-4-hydroxy-6-methylpyridin-2(1H)-one. 3-Formyl-4-hydroxy-6-methylpyridin-2(1H)-one, derived from 3-formyl-4-hydroxy-6- methylpyridin-2(1H)-one, was used to construct a number of bicyclic pyridinones via a one-pot Knoevenagal and intramolecular lactonization reaction. Tricyclic morpholinopyrones were assembled from a dialkylation reaction involving a dinucleophile, 3-amino-4-hydroxy-6-methyl-2H-pyran-2-one, and a dielectrophile, trans-3,6-dibromocyclohexene. Depending on the reaction conditions, isomers of the tricyclic molecules can be selectively produced, and their chemical structures were unequivocally determined using single-crystal X-ray analyses and 2D COSY spectroscopy. The fluorescently active bicyclic pyridinone compounds show longer absorption (368-430 nm; maximum) and emission wavelengths (450-467 nm) than those of 7-amino-4-methylcoumarin (AMC; λabs,max = 350 nm; λem = 430 nm) suggesting these molecules, such as 3-(2-aminoacetyl)-7-methyl-2H-pyrano[3,2-c]pyridine-2,5(6H)-dione, can be employed as fluorescence activity based probes for tracing biological pathways. Georg Thieme Verlag Stuttgart. New York.
Solvent-free bromination reactions with sodium bromide and oxone promoted by mechanical milling
Wang, Guan-Wu,Gao, Jie
experimental part, p. 1125 - 1131 (2012/06/04)
New solvent-free brominations of 1,3-dicarbonyl compounds, phenols, various alkenes including chalcones, azachalcones, 4-phenylbut-3-en-2-one, methyl cinnamate, styrene and 1,3-cyclohexadiene were efficiently achieved by employing sodium bromide and oxone under mechanical milling conditions. The brominated products were obtained in good to excellent yields.
Stereoselective halogenations of alkenes and alkynes in ionic liquids
Chiappe, Cinzia,Capraro, Dario,Conte, Valeria,Pieraccini, Daniela
, p. 1061 - 1063 (2007/10/03)
(matrix presented) Room-temperature ionic liquids, 1-butyl-3-methylimidazolium hexafluorophosphate, 1-butyl-3-methylimidazolium tetrafluoroborate, 1-butyl-3-methylimidazolium bromide, and 1-butyl-3-methylimidazolium chloride, are used as "green" recyclabl
