- An unusual anodic methoxylation: 3,4-dimethoxyacetophenone
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The electrolysis of 3,4-dimethoxyacetophenone in methanol at a platinum anode gives a high yield of 1-acetyl-4,5,5,6-tetramethoxycyclohexa-1,3-diene, whose structure is proven by 1H and 13C NMR.
- Hawkes,Hawkes,Comninos,Pardini,Viertler
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Read Online
- Tropylium Ion Catalyzes Hydration Reactions of Alkynes
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The hydration of alkynes is one of the most atom-economic and versatile synthetic protocols to access carbonyl compounds. This fundamental reaction, however, often requires transition-metal catalysts or harsh reaction conditions to promote the addition of water to the carbon–carbon triple bond. In this work, it is demonstrated that the non-benzenoid aromatic tropylium ion can be used as an organic Lewis acid promoter for the hydration of alkynes under simple reaction conditions with excellent outcomes.
- Oss, Giulia,Ho, Junming,Nguyen, Thanh Vinh
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supporting information
p. 3974 - 3981
(2018/08/17)
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- Novel 2,4,5-trisubstituted oxazole derivatives: Synthesis and antiproliferative activity
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Microwave irradiation promotes the rapid O,N-acylation-cyclodehydration cascade reaction of oximes and acid chloride. Twenty novel 2,4,5-trisubstituted oxazole derivatives containing heterocycle moiety were synthesized and evaluated for their antiproliferative activity. The twenty compounds are all first reported and their structures were established by elemental analysis, 1H NMR and 13C NMR spectra. The bioassay tests showed that compounds 2-(2-(2-fluorophenyl)-4-(2,3,4-trimethoxyphenyl)oxazol-5-ylthio)benzo[d]thiazole (6af), 2-(2-(pyridin-3-yl)-4-(2,3,4-trimethoxyphenyl)oxazol-5-ylthio)pyrimidine (6bg) and 2-(2-(2-fluorophenyl)-4-(2,3,4-trimethoxyphenyl)oxazol-5-ylthio)-5-methyl-1,3,4-thiadiazole (6cf) displayed good antiproliferative activity in vitro, which were comparable to the positive control (5-fluorouracil).
- Liu, Xin-Hua,Lv, Peng-Cheng,Xue, Jia-Yu,Song, Bao-An,Zhu, Hai-Liang
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experimental part
p. 3930 - 3935
(2009/12/04)
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- FLAVONES
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The present invention relates to flavone compounds and their use in methods of treating or preventing parasitic infections, fungal infections and cell proliferative disorders. The present invention also relates to the use of flavone compounds in methods of controlling pests.
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Page/Page column 18; 49
(2008/06/13)
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- Miscrowave-assisted efficient synthesis of polymethoxyacetophenones and natural polymethoxyflavones, and thier inhibitory effects on melanogenesis
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Microwave, assisted Friedel-Crafts acetylation of polymethoxybenzenes with acetic anhydride in the presence of In(CF3SO3)3 under solvent-free conditions was achieved rapidly to give polymethoxyacetophenones in high yields. Microwave-assisted benzoylation of 2'-hydroxypolymethoxyacetophenones with polymethoxybenzoyl chlorides, followed by the rearrangement of the resulting benzoates and the final formation of natural polymethoxyflavones was achieved rapidly and efficiently. The polymethoxyflavones showed inhibitory effects on melanogenesis in human melanoma cells.
- Tsukayama, Masao,Kusunoki, Eiji,Hossain, Mohammad M.,Kawamura, Yasuhiko,Hayashi, Shinji
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p. 1589 - 1600
(2008/09/17)
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- A "Hard/Soft" Mismatch Enables Catalytic Friedel-Crafts Acylations
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(Equation Presented) Cationic complexes of Pt(II) and other late transition metals efficiently catalyze Friedel-Crafts acylations of moderately activated arenes by carboxylic acid anhydrides. The nature of the catalytically relevant species formed from (PhCN)2PtCl2 and AgSbF6 and their interactions with the substrates are studied by NMR and ESI-MS.
- Fuerstner, Alois,Voigtlaender, David,Schrader, Wolfgang,Giebel, Dirk,Reetz, Manfred T.
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p. 417 - 420
(2007/10/03)
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- Fragmentation of α-Acetoximino Ketoesters in Polyphosphoric Acid
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Fragmentations of various α-acetoximino ketoesters in neat polyphosphoric acid medium to form acylium ions were studied.The resulting acylium ions were trapped by benzene rings either intermolecularly or intramolecularly. - Key Words α-Acetoximinoketoester; Acylation
- Zee, Sheng-Hsu,Chou, Shan-Yen
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p. 573 - 578
(2007/10/03)
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- SEARCH FOR METHODS OF SYNTHESIZING 1,9,10- TRIMETHOXY-2,3-METHYLENEDIOXYAPORPHINE.
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Several possible methods of obtaining 4-methoxy-2,3-methylenedioxybenzaldehyde have been considered.A method ensuring the synthesis of this aldehyde with a yield of 35-40percent has been developed which consists in the bromination of isovanillin followed by the replacement of the halogen by a hydroxy group and methylation.A number of substituted benzylidene- and benzyltetrahydroisoquinolines have been synthesized.It has been shown that the irradiation of these substances leads to N-dealkylation accompanied by oxidative processes.
- Vinogradova, V. I.,Yunusov, M. S.
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p. 777 - 782
(2007/10/02)
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- SYNTHESIS OF UBIQUINONE AND MENAQUINONE ANALOGUES BY OXIDATIVE DEMETHYLATION OF ALKENYLHYDROQUINONE ETHERS WITH ARGENTIC OXIDE OR CERIC AMMONIUM NITRATE IN THE PRESENCE OF 2,4,6-PYRIDINE-TRICARBOXYLIC ACID
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It was found that alkenylhydroquinone ethers demethylated with argentic oxide or ceric ammonium nitrate in the presence of 2,4,6-pyridinetricarboxylic acid as a catalyst and afforded ubiquinone-2, menaquinone-2 and their analogs in yields of 53 to 89 percent.The new approach to the synthesis of starting alkenylhydroquinone ethers as well as 2,4,6-pyridinetricarboxylic acid and its derivatives has been reported.
- Syper, L.,Kloc, K.,Mlochowski, J.
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p. 123 - 129
(2007/10/02)
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