57694-83-4

Upstream product

• 37160-45-5 bis(2-oxo-2-phenyl-ethyl)mercury 
• 67341-86-0 Ph₂CCHHgBr 
• 530-48-3 1,1-Diphenylethylene 
• 70-11-1 α-bromoacetophenone 
• 591-51-5 phenyllithium 
• 108-86-1 bromobenzene 
• 19997-66-1 1-iodo-2,2-diphenylethylene 
• 7570-90-3 (2,2-diphenylcyclopropyl)(phenyl)methanone 
• 56058-22-1 1-Benzoyl-2,2-dichlorocyclopropane 
• 71-43-2 benzene 
• 33046-45-6 1-phenyl-2-(p-tolylthio)ethanone 
• 80-43-3 bis(1-methyl-1-phenylethyl)peroxide 

Downstream Products

• 345630-16-2 oxime of 1,4,4-triphenyl-but-3-en-1-one 
• 80463-29-2 oxime of 1,4,4-triphenyl-but-3-en-1-one 
• 52914-12-2 1,4,4-triphenyl-3-buten-1-ol 

Relevant academic research and scientific papers

Chemodivergent Photocatalytic Synthesis of Dihydrofurans and β,γ-Unsaturated Ketones

A synthetic procedure, catalysed by Ir(ppy)3 under visible-light irradiation, for the chemodivergent synthesis of 2,3-dihydrofurans (3) or β,γ-unsaturated ketones (7) starting from α-halo ketones (1) and alkenes (2) has been developed. The mild reaction conditions and the redox-neutral nature of the process make it particularly sustainable avoiding the use of both sacrificial reactants and stoichiometric strong oxidants. Careful experimental investigations, supported by DFT calculations, allowed to disclose in details a possible mechanistic pathway and to direct the synthesis chemodivergently either toward 3 or 7, depending not only on the nature of the substrates, but also on the choice of the experimental conditions. (Figure presented.).

The Cascade Methylation/Cyclization of ortho-Cyanoarylacrylamides with Dicumyl Peroxide

A radical cascade methylation/cyclization of ortho-cyanoarylacrylamides was developed by utilizing dicumyl peroxide as a methylation reagent. This transformation provides a simple and straightforward approach to methylated quinoline-2,4(1H,3H)-diones, and

Electron-transfer processes. 43. Attack of alkyl radicals upon 1-alkenyl and 1-alkynyl derivatives of tin and mercury

Alkyl radicals, obtained by reaction of Bu3Sn? or ClHg? with alkylmercury halides, will undergo regioselective and in some cases stereospecific substitution by a free radical chain addition-elimination mechanism with 1-alkenylstannanes or -mercurials. The chain reaction is also observed for 1-alkynyl derivatives and in the photostimulated demercuration of mixed alkyl and 1-alkenyl- or 1-alkynylmercurials. Chain propagation with alkyl radical formation is also observed to occur in the reactions of β-eliminated ClHg? with Grignard reagents in PhH-THF solution. In competitive reactions of Bu3Sn? or ClHg? with pairs of alkylmercury chlorides, it is observed that a tert-butylmercurial is >1000 times more reactive than a n-butylmercurial, suggesting a concerted dissociate electron-transfer process not involving the intermediacy of RHg? species.

Reactions of Alkylmercurials with Heteroatom-Centered Acceptor Radicals

The relative reactivities of alkylmercury halides toward PhS., PhSe., or I. decrease drastically from R = tert-butyl to R = sec-alkyl to R = n-butyl, indicative that R. is formed in the rate-determining step in the attack of these radicals upon RHgCl.The alkyl radicals thus formed will enter into chain reactions in which a heteroatom-centered radical (A.) is regenerated from substrates such as RS-SR, ArSe-SeAr, ArTe-TeAr, PhSe-SO2Ar, Cl-SO2Ph; ZCH=CHA (A = Cl, I, SPh, SO2Ph); or PhCCHA (A = I, SPh, SO2Ph). β-Styrenyl (PhCH=CHA, Ph2C=CHA) and β-phenethynyl (PhCCA) systems with A = I, Br, SO2Ph also enter into chain reactions with mercury(II) salts with the ligands PhS, PhSe, PhSO2, or (EtO)2PO.The relative reactivities of a series of reagents toward t-Bu. and of PhCH=CHA, Ph2C=CHA, and PhCCA toward c-C6H11. are reported as well as the regioselectivity of t-Bu. attack observed for 1,2-disubstituted ethylenes (ZCH=CHA) with Z and A from the group Ph, Cl, Br, I, SO2Ph, SPh, Bu3Sn.Reactions of (E)- and (Z)-PhCH=CHI or MeO2CCH=CHI with t-Bu. or c-C6H11. occurred in a regioselective and stereospecific (retention) manner.Reactions of (E)- and (Z)-ClCH=CHCl occurred in a nonstereospecific manner in which the E/Z product ratio increased with the bulk of the attacking radical.A similar effect on the E/Z product ratios was observed for (Z)-MeO2CCH=CHCl.

Photoreactions of β-Ketosulphides: Aryl and Benzyl Phenacyl Sulphides and Related Compounds

Photoreactions of aryl phenacyl sulphides were studied, particularly in regard to substituent and solvent effects.In general, aryl phenacyl sulphides Ar1SCH2COAr2 1 = p-tolyl, Ar2 = p-X-C6H4 (X = H, Cl, OH, OMe, and Ph), 2-thienyl, and 2-furyl; Ar1 = 2,4,6-trimethylphenyl, Ar2 = Ph and p-HOC6H4; Ar1 = 2-benzthiazolyl, Ar2 = Ph> underwent photochemical cleavage to disulphides (Ar1S)2 and ketones Ar2COMe.In a few cases a diketone (Ar2COCH2)2 was the only, or major, carbonyl photoproduct.Similar photochemical behaviour was shown by ketosulphides p-Me-C6H4SCH(R)COPh (R = PhCH2, PhCOCH2, and p-Me-C6H4S) and related acetophenone derivatives PhCOCH2SR (R = COPh, SO3Na, and SCH2COPh).In a few instances, from p-Me-C6H4SCH2COAr (Ar = Ph, p-Cl-C6H4, and p-Ph-C6H4), a minor photoproduct was a 2-aryl-5-methylbenzothiophen.Benzyl phenacyl sulphides p-X-C6H4COCH2SCH2Ph (X = OH and OMe) also underwent photo-cleavage to give dibenzyl disulphide and a ketone.Free-radical cleavage products ArCOCH2(.) (Ar = Ph and p-MeO-C6H4) and p-Me-C6H4S(.) were trapped as adducts p-Me-C6H4SC(Ph)2CH2CH2COAr when irradiation of the ketosulphide was carried out in the presence of 1,1-diphenylethylene. 2,5-Diphenylfuran was formed photochemically from 1,4-diphenylbutane-1,4-dione on irradiation in methanol.

CONVENIENT METHOD FOR THE PRODUCTION OF 2,2-DICHLOROCYCLOPROPYL ALKYL AND ARYL KETONES

2,2-Dichlorocyclopropyl alkyl and aryl ketones were obtained with good yields by the reaction of 2,2-dichloro-1-cyclopropanecarbonyl chloride with Grignard reagents or with aromatic hydrocarbons under Friedel-Crafts conditions.