55097-58-0Relevant academic research and scientific papers
Design, synthesis and cytotoxic activity of certain novel chalcone analogous compounds
El-Meligie,Taher, Azza T.,Kamal, Aliaa M.,Youssef
, p. 52 - 60 (2016/10/25)
A series of chalcone analogous compounds were designed and synthesized. Replacing/substituting the enone or ethylenic bridge of the parent chalcone with rigid heterocyclic moieties or substituted aromatic amines gave nineteen target compounds. Their cytot
Electrochemically induced ring-opening/friedel-crafts arylation of chalcone epoxides catalyzed by a triarylimidazole redox mediator
Lu, Nan-Ning,Zhang, Ni-Tao,Zeng, Cheng-Chu,Hu, Li-Ming,Yoo, Seung Joon,Little, R. Daniel
, p. 781 - 789 (2015/02/19)
The indirect anodic oxidation of chalcone epoxides in the presence of electron-rich heteroarenes mediated by a triarylimidazole (Med) was investigated by cyclic voltammetry (CV) and controlled potential electrolysis. The CV results indicate that a homogeneous electron transfer between Med?+ and chalcone epoxides is facilitated by an electron-rich heteroarene that serves as an arylation reagent. The preparative scale electrolysis generated epoxide-ring-opened/Friedel-Crafts arylation products in moderate to good yields. The fact that only a catalytic amount of charge was required suggests that Med?+ initiates a chain reaction. In addition, overoxidation of the products is avoided even though their oxidation potential is less than that of the starting chalcone epoxides.
Practical approach for preparation of unsymmetric benzils from β-ketoaldehydes
Ruan, Libo,Shi, Min,Li, Nian,Ding, Xu,Yang, Fan,Tang, Jie
supporting information, p. 733 - 735 (2014/03/21)
An efficient and practical method for the synthesis of unsymmetric benzils from readily available β-ketoaldehydes has been developed. Various unsymmetric 1,2-diaryldiketones bearing functional groups have been obtained in good to excellent yields under mild reaction conditions. A plausible mechanism was proposed, and α,α-dichloroketone was considered as the key intermediate. The generation of α,α-dichloroketones from β-ketoaldehydes may undergo the following steps: (1) oxidation by sodium hypochlorite, (2) decarboxylation, and (3) chlorination by Cl2 generated from sodium hypochlorite.
Synthesis of 3,5-diphenyl-1H-pyrazoles
Bhat,Puri,Qurishi,Dhar,Qazi
, p. 1135 - 1142 (2007/10/03)
An efficient and convenient synthesis of 3,5-diphenyl-1N-pyrazoles from chalcones by the action of hydrazine hydrate on chalcone-epoxide followed by simultaneous dehydration is reported. Copyright Taylor & Francis, Inc.
Solvent Microstructure Effect on Reaction Stereochemistry; Ring Opening of Chalcone Oxides
Durham, Dana,Kingsbury, Charles A.
, p. 923 - 930 (2007/10/02)
The stereochemistry and kinetics of acid-catalysed ring-opening reactions of epoxides are reported.Predominant inversion is found in the usual hydroxylic solvents.As the nucleophilicity of the solvent diminishes and acidity increases, the stereochemistry changes to predominant retention.Electron-donating substituents also tend to favour retention.In mixed solvents, the solvent microstructure is altered, leading to net retention for nucleophiles such as methanol.The exception is dioxane-methanol, which gives enhanced inversion.Molecular mechanics calculations indicate an electrostatic preference for the retention route, but a steric preference for inversion.The activation parameters indicate a negative entropy for both inversion and retention paths.Possible reasons are discussed for the entropy of the retention route being in the range normally found for A2 reactions.
