- A Short Route to Multiply Substituted Fluorenones
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We report a two-step synthesis of polysubstituted fluorenones by condensation of malononitrile with aromatic aldehydes and methyketones or with β-aryl-α,β-unsaturated carbonyl compounds, aldehydes or ketones. The yields of the fluorenone systems depend on the nature of the substitution on the aromatic rings.
- Yu, Zhanru,Velasco, Dolores
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- Completion of the Set: Synthesis of the (6,X′)-Flubromazepam Positional Isomers as Standards for Forensic Analysis
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Mounting concern among forensic examiners regarding the emergence of positional isomers as technically legal alternatives to scheduled benzodiazepines has encouraged the preemptive synthesis of analogues as standards. Recently, flubromazepam was identified by the Drug Enforcement Administration for future scheduling, and subsequently, 9 of the 12 possible flubromazepam isomers were synthesized. However, the three (6,X′)-isomers proved inaccessible via that approach. Herein, through a redesigned synthetic approach, the remaining three isomers were obtained, thus completing the set and enabling future forensic analysis.
- Parker, Ariel N.,France, Stefan
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p. 813 - 822
(2021/12/27)
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- Spirobifluorene Regioisomerism: A Structure–Property Relationship Study
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The present works report the first structure–property relationship study of a key class of organic semiconductors, that is, the four spirobifluorene positional isomers possessing a para-, meta- or ortho-linkage. The remarkable and surprising impact of the ring bridging and of the linkages on the electronic properties of the regioisomers has been particularly highlighted and rationalised. The impact of the ring bridging on the photophysical properties has been stressed with notably the different influence of the linkages and the bridge on the singlet and triplet excited states. The first member of a new family of spirobifluorenes substituted in the 1-position, which presents better performance in blue phosphorescent OLEDs than those of its regioisomers, is reported. These features highlight not only the great potential of 1-substituted spirobifluorenes, but also the remarkable impact of regioisomerism on electronic properties.
- Sicard, Lambert,Quinton, Cassandre,Peltier, Jean-David,Tondelier, Denis,Geffroy, Bernard,Biapo, Urelle,Métivier, Rémi,Jeannin, Olivier,Rault-Berthelot, Jo?lle,Poriel, Cyril
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p. 7719 - 7727
(2017/06/06)
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- Reactivity of 2,1-Benzisoxazole in Palladium-Catalyzed Direct Arylation with Aryl Bromides
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The Pd-catalyzed direct arylation of 2,1-benzisoxazole with aryl bromides to access 3-arylbenzoisoxazoles proceeds in moderate-to-high yields with 1 mol % Pd(OAc)2 or 2 mol % PdCl(C3H5)(dppb) (dppb=1,4-bis(diphenylphosphino)butane) as the catalysts and KOAc as an inexpensive base. A wide variety of (hetero)aryl bromides have been employed successfully. Moreover, arylations followed by benzisoxazole ring opening allowed the preparation of 2-aminobenzophenones in only two steps. What a couple: The Pd-catalyzed direct arylation of 2,1-benzisoxazole with aryl bromides and 1 mol % of phosphine-free Pd(OAc)2 catalyst in association with KOAc as an inexpensive base allows the preparation of 3-arylbenzoisoxazoles in moderate-to-high yields. Moreover, the 2,1-benzisoxazole C-3-arylations followed by benzisoxazole ring opening gives access to 2-aminobenzophenones in only two steps.
- Aidene, Mohand,Belkessam, Fatma,Soulé, Jean-Fran?ois,Doucet, Henri
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p. 1583 - 1590
(2016/05/02)
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- BENZOFLUORANTHENE COMPOUND AND ORGANIC LIGHT-EMITTING DEVICE USING THE COMPOUND
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There are provided a novel benzofluoranthene compound and an organic light-emitting device which uses the benzofluoranthene compound, gives a blue emission hue with extremely good purity, and has an optical output with a high efficiency, a high luminance, and a long life. Specifically, there are provided a benzofluoranthene compound represented by the general formula shown below and an organic light-emitting device including a pair of electrodes including an anode and a cathode one of which is a transparent or translucent electrode material, and an organic compound layer disposed between the pair of electrodes and including a material for an organic light-emitting device containing the benzofluoranthene compound. In the general formula (1), one of X1, X2, X3, X4, X5, and X6 represents a substituted or unsubstituted fused heterocyclic group having four or less rings, and the others of X1, X2, X3, X4, X5, and X6 each represent a hydrogen atom.
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Page/Page column 68
(2008/12/07)
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- A facile reduction of aromatic nitro compounds to aromatic amines by samarium and iodine
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A simple method for the reduction of aromatic nitro compounds to aromatic amines was developed using samarium and catalytic amounts of iodine.
- Banik, Bimal K.,Mukhopadhyay, Chhanda,Venkatraman,Becker, Frederick F.
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p. 7243 - 7246
(2007/10/03)
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- SODIUM BROMITE: A NEW REAGENT FOR THE HOFMANN DEGRADATION OF AMIDES
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Amines are prepared in fairly good yields by the reaction of amides with sodium bromide in the presence of catalytic amount of sodium bromite in aqueous sodium hydroxide.The scope and limitations are also presented.
- Kajigaeshi, Shoji,Nakagawa, Takashi,Fijusaki, Shizuo,Nishida, Akiko,Noguchi, Michihiko
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p. 713 - 714
(2007/10/02)
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- Reactions of 1,5-Dichloroanthrachinone with Nucleophiles
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Reactions of 1,5-dichloroanthraquinone (1) with various nucleophiles were examined to evaluate possibilities for selective substitution. 1-Amino-5-chloroanthraquinone was obtained from 1 by reaction with (a) sodium azide in dimethyl sulfoxide and (b ammonia in the presence of potassium fluoride, but 1 with potassium in ammonia gave 3-chlorobenzoic acid.Conditions were found for preferential substitution in reactions of 1 with (c) 4-toluidine, (d) hexamethylphosphoric triamide, and (e) N-methylformamide.Reagent e is preferred for making 1-chloro-5-(methylamino)anthraquinone, though this compound predominates in mixtures produced when d is used.Potassium hydroxide in 2-ethoxyethanol converts 1 to the corresponding mono- and diethers of 1,5-dihydroxyanthraquinone, while sodium hydrosulfide and 1 give bis(5-chloroanthraquinonyl)sulfide.
- Ruediger, Edward H.,Kaldas, Magdy L.,Ghandi. Sham S.,Fedryna, Cristi,Gibson, Martin S.
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p. 1974 - 1978
(2007/10/02)
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