81585-69-5

Upstream product

• 99-47-8 2-chloro-1-(3-nitrophenyl)ethanone 
• 586-39-0 1-nitro-3-vinyl-benzene 
• 532-27-4 1-chloroacetophenone 
• 121-89-1 3-Nitroacetophenone 

Downstream Products

• 1446352-47-1 2-benzoyl-4-(3-nitrophenyl)-1-phenylbut-2-ene-1,4-dione 
• 99-47-8 2-chloro-1-(3-nitrophenyl)ethanone 
• 57493-24-0 4-(3-nitrophenyl)thiazol-2-ylamine 

Relevant academic research and scientific papers

Direct one-pot synthesis of zolimidine pharmaceutical drug and imidazo[1,2-a]pyridine derivatives via I2/CuO-promoted tandem strategy

An efficient one-pot synthetic protocol was developed for the synthesis of imidazo[1,2-a]pyridines from easily available starting materials: Aromatic ketones, α,β-unsaturated ketones, β-keto esters and 2-aminopyridines. The present reaction proceeded well in MeOH under the media of I2/CuO. By using this method, the marketed drug zolimidine could be prepared easily with 95% yield. All these target products were characterized by NMR, HRMS and IR spectra. Furthermore, the target compound 3fa was determined by X-ray crystallographic analysis.

Target-oriented synthesis: Miscellaneous synthetic routes to access 1,4-enediones through the coupling of 1,3-dicarbonyl compounds with multiform substrates

Target-oriented synthetic protocol was presented for the synthesis of 1,4-enediones. The approach can efficiently construct 1,4-enediones through different reaction pathways from multiform substrates α-halo aromatic ketones, 2-hydroxy-aromatic ketones and methyl carbinols. In this reaction, CuI was found to be the most efficient catalyst. Multiform substrates were also found to perform well to afford the products in a one-pot fashion.

I2/CuO-catalyzed tandem cyclization strategy for one-pot synthesis of substituted 2-aminothiozole from easily available aromatic ketones/α,β-unsaturated ketones and thiourea

A concise and efficient one-pot process from easily available methyl ketones/unsaturated methyl ketones and thiourea was developed for the synthesis of 2-aminothiazoles under the media of I2/CuO. The method can highly stereoselectivity obtain the E-isomers of 4-ethenyl-2-aminothiazoles (5a-f). All these target molecules were characterized by NMR, HRMS and IR spectra. Furthermore, the target compounds 3c and 5b were further determined by X-ray crystallographic analysis.

IBX/Imediated reaction of sodium arenesulfinates with alkenes: Facile synthesis of β-keto sulfones

A direct synthesis of -keto sulfones from alkenes is described. A combination of o-iodoxybenzoic acid/iodine (IBX/I was found to mediate the reactions of alkenes with arenesulfinates to yield -keto sulfones in good yields via a one-pot reaction. Georg Thieme Verlag Stuttgart · New York.

Oxidative iodination of carbonyl compounds using ammonium iodide and oxone

A simple, efficient, mild, and regioselective method for oxyiodination of carbonyl compounds has been reported by using NH4I as the source of iodine and Oxone as an oxidant. Various carbonyl compounds such as aralkyl ketones, aliphatic ketones (acyclic and cyclic), and β-keto esters proceeded to the respective α-monoiodinated products in moderate to excellent yields. Unsymmetrical aliphatic ketones reacted smoothly yielding a mixture of 1-iodo and 3-iodo ketones with the predominant formation of 1-iodoproduct.

Selectfluor F-TEDA-BF4 mediated and solvent directed iodination of aryl alkyl ketones using elemental iodine

Reactions of aryl alkyl ketones with methanol solution of elemental iodine and 1-fluoro-4-chloromethyl-1,4-diazonia-bicyclo[2.2.2]octane bis(tetrafluoroborate) (Selectfluor F-TEDA-BF4) result in the formation of corresponding α-iodo ketones, wh

Preparation of Aromatic Iodoacetyl Derivatives by Direct Iodination with a Potassium Iodide-Potassium Iodate-Sulfuric Acid System

The reaction of aromatic acetyl derivatives with potassium iodide and potassium iodate in acetic acid in the presence of sulfuric acid at room temperature gave iodoacetyl derivatives in good yields.

General Base Catalysis in Acetophenone-Iodine Reactions: Hammett-Bronsted Correlations

The rate constants and activation parameters for the reaction of carboxylate buffer catalysed iodination of acetophenones have been measured in aqueous methanol.The reaction is zero order in iodine and first order each in ketone and catalyst.The catalytic

Conversion of Aromatic Ketones into α-Arylalkanoic Acids. Oxidation by Thallium(III) and by Halogens

The mechanism by which thallium (III) nitrate oxidises aromatic ketones to α-arylalkanoic acids has been investigated and the role of additives in the system elucidated.It is found that in the absence of additives an organothallium intermediate, most probably the phenacylthallium species BzCH2Tl(NO3)2, persists and that the key to an efficient rearrangement is the ready conversion of this compound into its acetal.Thallium(III) is shown not to be a unique reagent for the oxidation.Other oxidants capable of acting initially as an electrophile and then as a leaving group are equally effective, provided that formation of an acetal is possible.Iodine-silver nitrate in particular offers considerable advantages as reagent over thallium(III).Higher specificity is achieved, unwanted side-reactions can be avoided, and toxicity problems are eliminated.Bromine may be used instead of iodine, but chlorine proves unsatisfactory as an oxidant.

Kinetics of Iodination of Ketones by N-Iodosuccinimide in Acid Medium

The kinetics of iodination of some ketones by N-iodosuccinimide (NIS) has been studied in aq. acetic acid medium in the presence of HClO4.The reaction is acid-catalysed exhibiting first order dependence with respect to acid.The reaction shows first order dependence with respect to and zero order dependence with respect to , indicating the acid-catalysed enolisation of ketones as the rate-determining step and reaction between enol and NIS as the fast step.The decrease in dielectric constant of the medium slightly enhances the reaction rate.The ρ, ?-relationship in the case of acetophenones is quite linear with ρ = -0.5 indicating the simultaneous operation of equilibrium protonation of ketones and deprotonation of the conjugate acid.The ρ, ?* plot of the different aliphatic ketones is also linear.The order of reactivity of different cyclic ketones studied is cyclohexanone ca. cyclooctanone > cyclopentanone > cycloheptanone.Arrhenius parameters have been computed and the observed isoenthalpic relationship has been discussed.A mechanism consistent with the results has been proposed.