40424-51-9Relevant academic research and scientific papers
Copper Triflate Mediated α-Monohalogenation of α-Diazo β-Ketosulfones with Ammonium Halides
Chan, Chieh-Kai,Wang, Heui-Sin,Hsu, Ru-Ting,Chang, Meng-Yang
, p. 2045 - 2056 (2017/04/26)
Copper triflate mediated α-monohalogenation of α-diazo β-ketosulfones with ammonium halides provides the corresponding α-halo β-ketosulfones. Different metal triflates are investigated for this facile and efficient transformation. A plausible mechanism is proposed.
Microreactor used for alpha-position hydrogen atom chlorination of alpha-dicarbonyl compound and synthesis method
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Paragraph 0017, (2016/10/20)
The invention discloses a microreactor device used for alpha-position hydrogen atom chlorination of an alpha-dicarbonyl compound and a synthesis method. The device comprises a raw material bottle, a feeding pump, a preheating or precooling pipe, a microre
Aged red wine pigments as a source of inspiration for organic synthesis - The cases of the color-stable pyranoflavylium and flavylium-(4→8)-flavan chromophores
Chassaing, Stefan,Isorez-Mahler, Géraldine,Kueny-Stotz, Marie,Brouillard, Raymond
, p. 3066 - 3078 (2015/05/04)
Two flavylium-based chromophores peculiar to aged red wine pigments are investigated from a synthetic viewpoint. The condensation between easy-to-prepare 5-hydroxy-4-methylflavylium salts and aldehydes, giving birth to color-stable pyranoflavylium pigments, further proves efficient and wide in scope. A set of some twenty structurally-related flavylium-based pigments has been prepared and structure:color relationships are discussed. Furthermore, the synthesis of the flavylium-(4→8)-flavan chromophore is achieved via a novel three-step sequence. The elaborated sequence starts with an iodine-magnesium exchange from an 8-iodinated flavan, thus generating a magnesiated species that then smoothly reacts with a flavone to furnish an adduct, that finally leads to the expected chromophore via dehydration.
Convenient chlorination with concentrated hydrochloric acid in the presence of iodosylbenzene
Kitamura, Tsugio,Tazawa, Yui,Morshed, Mohammad Hasan,Kobayashi, Soichi
experimental part, p. 1159 - 1162 (2012/05/20)
An efficient chlorination of -keto esters, 1,3-diketones, and alkenes was performed conveniently with concentrated HCl in the presence of PhIO, selectively giving -chloro - keto esters, 2-chloro-1,3-diketones, and 1,2-dichloroalkanes, respectively. It was suggested that the chlorination took place with (dichloroiodo)benzene generated in situ. A selective anti-addition was observed in the chlorination of indene. Georg Thieme Verlag Stuttgart New York.
Trihaloisocyanuric acids as convenient reagents for regioselective halogenation of β-dicarbonyl compounds
Mendon?a, Gabriela F.,Sindra, Haryadylla C.,de Almeida, Leonardo S.,Esteves, Pierre M.,de Mattos, Marcio C.S.
scheme or table, p. 473 - 475 (2009/05/07)
The reaction of β-dicarbonyl compounds (β-ketoesters and β-diketones) with 0.34 mol equiv of trichloro- and tribromoisocyanuric acids produced regioselectively the corresponding α-monohalo β-dicarbonyl compound. On the other hand, utilization of 0.68 mol equiv of the trihaloisocyanuric acid produced the α,α-dihalo β-dicarbonyl compound.
Regioselective synthesis of 4-chlorophenols, 10-chloro-7-hydroxy-6H-benzo[c]chromen-6-ones, and 4-chloro-1-hydroxy-9H-fluoren-9-ones based on [3+3] cyclizations of 1,3-bis(silyloxy)-1,3-dienes with 2-chloro-3-silyloxy-2-en-1-ones
Yawer, Mirza Arfan,Hussain, Ibrar,Reim, Stefanie,Ahmed, Zafar,Ullah, Ehsan,Iqbal, Inam,Fischer, Christine,Reinke, Helmut,G?rls, Helmar,Langer, Peter
, p. 12562 - 12575 (2008/03/14)
A variety of 4-chlorophenols, 10-chloro-7-hydroxy-6H-benzo[c]chromen-6-ones, and 4-chloro-1-hydroxy-9H-fluoren-9-ones were prepared by formal [3+3] cyclizations of 1,3-bis(silyloxy)-1,3-dienes with 2-chloro-3-(silyloxy)alk-2-en-1-ones.
Efficient α-chlorination and α-bromination of carbonyl compounds using N-halosuccinimides/UHP in ionic liquid
Lee, Jong Chan,Park, Hyun Jung
, p. 87 - 90 (2007/10/03)
A facile and efficient method for the α-halogenation of carbonyl compounds utilizing N-halosuccinimides (NXS) in the presence of urea-hydrogen peroxide (UHP) in [bmim]BF4 has been newly developed. Copyright Taylor & Francis Group, LLC.
2-Chloropyridazin-3(2H)-ones as electrophilic chlorinating agents: Effective α-chlorination of active methylene/methine compounds
Park, Yong-Dae,Kim, Jeum-Jong,Cho, Su-Dong,Lee, Sang-Gyeong,Falck, J. Russell,Yoon, Yong-Jin
, p. 1136 - 1140 (2007/10/03)
2,4,5-Trichloro- (2a) and 2,4-dichloro-5-methoxypyridazin-3(2H)-one (2b) are novel electrophilic chlorinating agents. α-Chlorination of active methylene/methine compounds with 2 in the presence of either Lewis or protonic acids in dichloromethane (for Lewis acid) or water (for protonic acid or none) at room temperature gave also selectively α-monochlorides and/or α,α-dichlorides in good to excellent yields.
Reactions of 1,3-diaryl-2-chloropropane-1,3-diones with nucleophiles - Cyanide-induced retro-Claisen-Claisen condensation
Roshchupkina, Galina I.,Gatilov, Yury V.,Rybalova, Tatyana V.,Reznikov, Vladimir A.
, p. 1765 - 1773 (2007/10/03)
Treatment of some 1,3-diaryl-2-chloropropane-1,3-diones, acyclic chloro-substituted enaminones and β-oxo esters with nucleophiles was shown to proceed easily with the formation, at least in the first stage, of formal nucleophilic substitution products. Treatment of enaminones and β-oxo esters with azide and cyanide ions proceeds with the preservation of the skeleton, whereas chloro-substituted diaroylmethanes undergo retro-Claisen-Claisen condensation reactions in the course of the reaction with cyanide. Dibenzoylchloromethane reacts with azide and cyanide ions with fragmentation of the molecule and subsequent reassembly, resulting in benzoylated benzaldehyde cyanohydrin and a 1,3-oxathiol derivative, respectively. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.
A Convenient Halogenation Procedure for the Preparation of α-Halocarbonyl Compounds
Cheng, Sheng-Fan,Lin, Ching-Shan,Liu, Lilian Kao
, p. 309 - 312 (2007/10/03)
Except for substituted acetophenones (p-Y-C6H4COCH3, Y=H, Br, CH3O), simple ketones, α-ketoesters and 1,3-diketones reacted smoothly with a preformed homogeneous mixture of hydrochloric acid and potassium permanganate in acetonitrile to give moderate to good yields of the corresponding α-chlorocarbonyl compounds.Mixtures of α-chloro- and α,α-dichlorocarbonyl compounds were obtained for substituted acetophenones.Brominations proceeded similarly with higher yields when the hydrochloric acid was replaced with hydrobromic acid. - Key words: α-chlorocarbonyl compounds; α-bromocarbonyl compounds; potassium permanganate; chlorination; bromination.
