7028-45-7Relevant academic research and scientific papers
Visible-Light-Driven Reductive (Cyclo)Dimerization of Chalcones over Heterogeneous Carbon Nitride Photocatalyst
Kurpil, Bogdan,Markushyna, Yevheniia,Savateev, Aleksandr
, p. 1531 - 1538 (2019/02/10)
Single-electron reduction of chalcones to the respective radical anions is a useful technique to activate these molecules toward subsequent transformations. Herein, a metal-free photocatalytic version of chalcones reduction in the presence of triethanolam
Generation and Application of Homoenolate Equivalents Utilizing [1,2]-Phospha-Brook Rearrangement under Br?nsted Base Catalysis
Kondoh, Azusa,Aoki, Takuma,Terada, Masahiro
, p. 2769 - 2773 (2017/03/08)
A new method for catalytic generation of a homoenolate equivalent and its application to carbon?carbon bond formation was developed by utilizing the [1,2]-phospha-Brook rearrangement under Br?nsted base catalysis. The α-oxygenated allyl anions, which can
Aluminium chloride assisted zinc-induced reduction of some α,β-unsaturated ketones
Dey, Sankar P.
scheme or table, p. 761 - 763 (2010/08/19)
Some α,β-unsaturated ketones are reduced to give cyclodimerization products and/or β,β-coupling products in presence of Zn-AlCl3.6H2O-moist THF and aluminium chloride acts as Lewis acid to increase the yield of the products.
Zinc-induced novel reductive cyclodimerisation of some α, β- unsaturated ketones
Dey, Sankar P.,Mallik, Asok K.
, p. 400 - 402 (2007/10/03)
Some α,β-unsaturated ketones are found to undergo zinc-induced novel reductive cyclodimerisation yiel-ding substituted cyclopentanols as major products.
Synthesis of β-silylated olefins from α,β-unsaturated aldehydes and ketones
Bolourtchian,Mojtahedi,Saidi
, p. 590 - 591 (2007/10/03)
α,β-Unsaturated aldehydes and ketones such as phorone, benzalacetone, benzalacetophenone, 4-(2-furyl)-3-buten-4-one and β-ionone, react with TMS-Cl in the presence of Li in THF to give conjugated β-silylated enoxysilanes. Hydrolysis of this compounds in a
ZINC-PROMOTED REACTIONS. III. THE REDUCTION OF α,β-UNSATURATED KETONES IN ACETIC ACID
Vona, Maria Luisa Di,Rosnati, Vittorio
, p. 25 - 29 (2007/10/02)
The zinc-promoted reduction of 1,3-diphenylpropenone, 1, 4-phenyl-3-buten-2-one, 2, and 3-penten-2-one, 3, have been reinvestigated in AcOH.The reduction of 1 in neat AcOH gave 1,3-diphenylpropene, 4, 1,3-diphenylpropan-1-ol, 5, 1,3-diphenylpropane, 6, and 1,3,4,6-tetraphenylhexane-1,6-dione, 12, in comparable yields, accounting for about 90percent of the product.In the presence of co-reagents like LiCl, HCl, and CF3CO2H, the predominant products was 4, and a more scattered product distribution was observed.In addition to compounds 4-6, and 12, 1-acetoxy-1,2-diphenylcyclopropane, 1,2-diphenylcyclopropene, 1,2,4,5-tetraphenylbenzene, and two dimeric polyenes were formed in minor amounts.Instead, the reduction of 2 gave ketonic compounds only, 4-phenylbutan-2-one, being the predominant product in all the reactions performed in anhydrous AcOH.Under the classical Clemmensen procedure, i.e. in 7 M HCl, the reductions of 1 and 2 were diverted towards the formation of dimeric ketones.The reduction of 3 resulted exclusively in the saturation of the double bond.The mechanisms possibly involved and, in particular, the chemoselective reduction of the carbon-carbon double bond, are discussed.
Transferts d'electrons assistes par les metaux de transition: influence de la nature du cation metallique sur la reduction de composes carbonyles en milieu aprotique
Fournier, Francoise,Fournier, Michel
, p. 881 - 890 (2007/10/02)
The pinacolisation of ketones is enhanced when a bivalent transition metal cation is present.This phenomenon is general and occurs with Cr2+, Mn2+, Fe2+, Co2+, Zn2+ but not with Ni2+.The cathodic reduction leads to α-glycols with a good yield, without any resin production, and at a less negative potential than that of the ketone itself.The distribution of all isolated compounds is dependent on the Lewis character-acidity and complexing power of the metallic cation.Thus, for the dimerization, the greatest specificity is generally observed when Fe2+ is present.For the chalcone, the better stereoselectivity is obtained with Zn2+.No evidence of initial carbonyl complex of the metal ion was shown.
Redox-Photosensitized Reactions. 11. Ru(bpy)32+-Photosensitized Reactions of 1-Benzyl-1,4-dihydronicotinamide with Aryl-Substituted Enones, Derivatives of Methyl Cinnamate, and Substituted Cinnamonitriles: Electron-Transfer Mechanism and Structure-Reactivity Relationship
Pac, Chyongjin,Miyauchi, Yoji,Ishitani, Osamu,Ihama, Mikio,Yasuda, Masahide,Sakurai, Hiroshi
, p. 26 - 34 (2007/10/02)
Reactions of 1-benzyl-1,4-dihydronicotinamide (BNAH) with aryl-substituted enones and derivatives of methyl cinnamate and cinnamonitrile (1a-u) are photosensitized by Ru(bpy)32+ (bpy = 2,2'-bipyridine).The reduction of carbon-carbon double bonds commonly requires the substitution of either an electron-withdrawing aryl group or two phenyl groups at the β-carbon atom of 1.With enones which possess one aryl substituent with no extra electron-withdrawing group at the β position, the photosensitized reactions result in no two-electron reductions but give 1:1 adducts (4d-h) along with half-reduced dimers of olefins (3d and 3g) and a half-oxidized dimer of BNAH (5).The observed results can be easily interpreted by assuming the intervention of 1-benzyl-3-carbamoyl-1,4-dihydropyridin-4-yl radical (BNA.) and half-reduced species (.1-H) as key intermediates that are formed by mediated electron-proton transfer from BNAH to 1 in which Ru(bpy)32+ acts as a one-electron shuttle upon photoexcitation in the initial electron transfer.Whether BNA. undergoes electron transfer to or a radical-coupling reaction with .1-H depends on steric and electronic properties of .1-H which should be affected by the substituents at the radical center.Mechanistic implications for thermal reactions of NADH models with olefins in the dark are briefly discussed on the basis of these observations.
Thermal and Photochemical Behaviour of N-(α-Morpholinobenzyl)-benzamide and N-(α-Methoxybenzyl)benzamide
Chiacchio, Ugo,Corsaro, Antonino,Compagnini, Anna,Purrello, Giovanni
, p. 671 - 674 (2007/10/02)
The thermal fragmentation of the title compounds produces benzamide (6), benzaldehyde (7), and N,N'-benzylidenebisbenzamide (8); in contrast the photochemical reaction gives benzylbenzamide (9) and meso- and (+/-)-1-modifications of N,N'-dibenzoyl-1,2-diphenyl-1,2-diaminoethane (10).Evidence is presented which shows that the formation of the various reaction products starts from the N-benzylidenebenzamide (5).
THE CHEMISTRY OF CHALKONES. PART III. DEHYDRATION OF HYDROXYKETONES OBTAINED BY CLEMMENSEN REDUCTION OF CHALKONES
Mirek, Julian,Gaweda, Maria,Kawalek, Bozena
, p. 987 - 993 (2007/10/02)
Reduction of 1,3-diphenyl-2-propene-1-ones with zinc dust in acetic acid yields a mixture of dimeric products: diketones and cyclic ketols.These ketols undergo dehydration under acidic and basic conditions.The structure of the products obtained is establi
