- Preparation method of 3-methoxyl-2-hydroxyphenylboronic acid
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The invention relates to a preparation method of 3-methoxyl-2-hydroxyphenylboronic acid. According to the method, a final product of 3-methoxyl-2-hydroxyphenylboronic acid is mainly obtained through three-step reaction of etherification hydroxyl protectio
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Paragraph 0024; 0025; 0032; 0033; 0040; 0041
(2017/09/01)
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- Bismuth trichloride–mediated cleavage of phenolic methoxymethyl ethers
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A simple and efficient method for removal of phenolic methoxymethyl ethers in the presence of 30?mol% of bismuth trichloride in acetonitrile/water is described. Notable features of the cleavage protocol entail use of an ecofriendly bismuth reagent, ease of handling, low cost, operational simplicity, and good functional group compatibility. A number of structurally varied phenolic methoxymethyl ethers were cleaved in good to excellent yields.
- Obaro-Best, Oghale,Reed, Jack,Norfadilah, Alya A. F. B.,Monahan, Ryan,Sunasee, Rajesh
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supporting information
p. 586 - 593
(2016/06/08)
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- High-valent [SnIV(Br8TPP)(OTf)2] as a highly efficient and reusable catalyst for selective methoxymethylation of alcohols and phenols: The effect of substituted bromines on the catalytic activity
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High-valent tin(IV)octabromotetraphenylporphyrinato trifluoromethanesulfonate, [SnIV(Br8TPP)(OTf)2], was used for selective methoxymethylation of alcohols and phenols with formaldehyde dimethyl acetal (FDMA) at room temper
- Moghadam, Majid,Tangestaninejad, Shahram,Mirkhani, Valiollah,Mohammadpoor-Baltork, Iraj,Khajehzadeh, Mostafa,Kosari, Farshid,Araghi, Mehdi
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experimental part
p. 238 - 243
(2010/04/04)
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- Highly efficient and selective methoxymethylation of alcohols and phenols catalyzed by high-valent tin(IV) porphyrin
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An efficient and selective method for methoxymethylation of alcohols and phenols with formaldehyde dimethyl acetal (FDMA) catalyzed by electron deficient tin(IV)tetraphenylporphyrinato trifluoromethanesulfonate, [SnIV(TPP)(OTf)2], is
- Gharaati, Shadab,Moghadam, Majid,Tangestaninejad, Shahram,Mirkhani, Valiollah,Mohammadpoor-Baltork, Iraj,Kosari, Farshid
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experimental part
p. 1995 - 2000
(2011/01/07)
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- Highly efficient and selective methoxymethylation of alcohols and phenols catalyzed by reusable ZrO(OTf)2 under solvent-free conditions
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Different primary, secondary, and tertiary alcohols were efficiently converted to their corresponding methoxymethyl ethers with formaldehyde dimethyl acetal in the presence of catalytic amounts of ZrO(OTf)2 at room temperature. Phenols were als
- Moghadam, Majid,Tangestaninejad, Shahram,Mirkhani, Valiollah,Mohammadpoor-Baltork, Iraj,Khajehzadeh, Mostafa
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experimental part
p. 641 - 647
(2011/05/04)
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- SPIROPYRROLIDINE BETA-SECRETASE INHIBITORS FOR THE TREATMENT OF ALZHEIMER'S DISEASE
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The present invention is directed to spiropyrrolidine compounds of formula (I) which are inhibitors of the beta-secretase enzyme and that are useful in the treatment of diseases in which the beta-secretase enzyme is involved, such as Alzheimer's disease.
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- NOVEL BENZOXATHIIN DERIVATIVE
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Disclosed is a compound represented by the formula (I) below and a pharmaceutically acceptable salt thereof. This compound is useful for treatment of obesity, diabetes and the like. [In the formula (I), Ar represents a benzene ring or the like; X1 represents a nitrogen atom, a sulfur atom or the like; R1 represents an aryl group or the like; X2 represents a group represented by the following formula (II): (wherein R4 and R5 respectively represent a lower alkyl group or the like, and m represents a number of 2-4) or the like; one of X and Y represents an oxygen atom and the other represents a sulfanyl group or the like; and X3-X6 respectively represent -CH-, a nitrogen atom or the like.
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Page/Page column 75-76
(2008/12/06)
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- Synthesis of aromatic spiroacetals related to γ-rubromycin based on a 3H-spiro[1-benzofuran-2,2′-chromane] skeleton
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The synthesis of a series of aromatic 5,6-benzannelated and naphthyl-benzannelated spiroacetals related to the spiroacetal unit present in the quinonoid antibiotic γ-rubromycin is reported. The key steps include the use of Sonogashira coupling to construct an aryl acetylene that is coupled to an aryl aldehyde forming a propargyl alcohol intermediate. Hydrogenation of the resultant alkynol followed by oxidation produces a masked dihydroxyketone that upon treatment with silica-supported sodium hydrogen sulfate undergoes concomitant deprotection and cyclisation to afford the desired fused aromatic spiroacetal.
- Tsang, Kit Yee,Brimble, Margaret A.
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p. 6015 - 6034
(2008/02/02)
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- A facile synthesis of fused aromatic spiroacetals based on the 3,4,3′,4′-tetrahydro-2,2′-spirobis(2H-1-benzopyran) skeleton
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The facile synthesis of a series of aromatic 6,6-spiroacetals based on the parent 3,4,3′,4′-tetrahydro-2,2′-spirobis(2H-1-benzopyran) heterocyclic system is reported. Key steps included the use of a Sonogashira coupling for the synthesis of an aryl acetylene that was coupled to an aryl aldehyde to form a propargyl alcohol intermediate. Hydrogenation of the alkynol followed by oxidation produced a masked dihydroxy ketone that upon treatment with trimethylsilyl bromide underwent deprotection and cyclisation to the fused aromatic spiroacetal.
- Brimble, Margaret A.,Flowers, Christopher L.,Trzoss, Michael,Tsang, Kit Y.
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p. 5883 - 5896
(2007/10/03)
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- 2-Phosphanylphenolate Nickel Catalysts for the Polymerization of Ethylene
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The previously unknown methallylnickel 2-diorganophosphanylphenolates (R=Ph, cHex) were synthesized and found to catalyze the polymerization of ethylene. To explore the potential for ligand-tuning, a variety of P-alkyl- and P-phenyl-2-phosphanylphenols wa
- Heinicke, Joachim,Koehler, Martin,Peulecke, Normen,He, Mengzhen,Kindermann, Markus K.,Keim, Wilhelm,Fink, Gerhard
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p. 6093 - 6107
(2007/10/03)
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- New syntheses of the benzoquinone primin and its water-soluble analog primin acid via Heck reactions
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The syntheses of primin, 2-methoxy-6-pentylbenzoquinone (1), a major allergen of Primula obconica, and its water-soluble acid analog primin acid (2) are reported. The key steps were ortho-lithiation reactions of protected hydroquinones, palladium coupling (Heck) reactions, and salcomine-catalyzed oxidations of phenols to quinones.
- Mabic,Vaysse,Benezra,Lepoittevin
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p. 1127 - 1134
(2007/10/03)
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- Methoxymethylation of alcohols, phenols, and avermectin aglycones using MOM-2-pyridylsulfide
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Methoxymethyl-2-pyridylsulfide (MOM-ON) is an effective methoxymethylating reagent when used in conjunction with AgOTf, NaOAc, and THF. A wide range of MOM ethers are produced from corresponding phenols and alcohols, including tertiary and allylic alcohols, in good yields and under mild, neutral conditions. This method is also effective for the methoxymethylation of avermectin aglycones.
- Marcune,Karady,Dolling,Novak
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p. 2446 - 2449
(2007/10/03)
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- Anodic cleavage of lignin model dimers in methanol
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The anodic oxidation in methanol of some lignin model compounds, the C17-C18 compounds ((1) - (5), has been studied to ascertain factors influencing cleavage of Cα - Cβ bonds cf. substitution. Cyclic voltammetric oxidation peak potentials were influenced by structure but not by pH. Preparative-scale electrolyses gave 3,4-dimethoxybenzaldehyde as the major product from compounds (1) - (3), corresponding to cleavage of th Cα - Cβ bonds. In contrast compounds (4) and (5) were not cleaved with significant efficiency. The results are convincingly rationalised in terms of rapid cleavage of the Cα - Cβ bonds in the first-formed radical cations.
- Pardini, Vera L.,Vargas, Reinaldo R.,Viertler, Hans,Utley, James H. P.
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p. 7221 - 7228
(2007/10/02)
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- A general synthesis of dihydrobenzofurans by intramolecular conjugate addition
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ortho Iodophenoxy crotonates 3e-7e cyclize to dihydrobenzofurans 1 and 9-12 when subjected to lithium-iodine exchange at -100 deg C.Naphtofuran 13 can be similarly obtained from α-iodonaphtoxy crotonate 8e.Methylation of this reaction mixture in
- Weeratunga, Gamini,Jaworska-Sobiesiak, Alina,Horne, Stephen,Rodrigo, Russel
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p. 2019 - 2023
(2007/10/02)
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- Convergent and Efficient Synthesis of Spiro
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A synthesis is presented of spiro, tricyclic analogues containing the A, N, and O rings of codeine.Two successive 1,4-additions into a pyridine residue, an intermolecular aryllithium addition followed by an intramolecular ester enolate ring closure, establish the spiro system.Reduction and finally α-methylene lactam rearrangment provide the necessary functionalization for further elaboration and C-ring closure.
- Rosenberg, Saul H.,Rapoport, Henry
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