- PRODUCTION METHOD FOR BI(HETERO)ARYL(THIO)ETHER COMPOUND
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PROBLEM TO BE SOLVED: To provide a method for synthesizing a bi(hetero)aryl(thio)ether compound at low cost without discharging halogen-derived waste. SOLUTION: The production method includes, for example as shown in the following formula, reacting a (thio)ester compound represented by formula (1) in the presence of a nickel catalyst (or a palladium catalyst) as well as a ligand compound to produce bi(hetero)aryl(thio)ether compound represented by formula (2). [Ar and Ar' are each independently a substituted/unsubstituted aryl group or heteroaryl group; Y is O or S.]. SELECTED DRAWING: None COPYRIGHT: (C)2017,JPOandINPIT
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Paragraph 0111-0114; 0116-0117
(2017/10/31)
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- Decarbonylative Diaryl Ether Synthesis by Pd and Ni Catalysis
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Because diaryl ethers are present as an important motif in pharmaceuticals and natural products, extensive studies for the development of novel methods have been conducted. A conventional method for the construction of the diaryl ether moiety is the intermolecular cross-coupling reaction of aryl halides and phenols with a copper or palladium catalyst. We developed a catalytic decarbonylative etherification of aromatic esters using a palladium or nickel catalyst with our enabling diphosphine ligand to give the corresponding diaryl ethers. The present reaction can be conducted on gram scale in excellent yield. This reaction not only functions in an intramolecular setting but also allows for a cross-etherification using other phenols.
- Takise, Ryosuke,Isshiki, Ryota,Muto, Kei,Itami, Kenichiro,Yamaguchi, Junichiro
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p. 3340 - 3343
(2017/03/15)
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- Microwave-assisted synthesis of pyrido[1,2-a]benzimidazole derivatives of β-aryloxyquinoline and their antimicrobial and antituberculosis activities
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A new series containing pyrido[1,2-a]benzimidazole derivatives of β-aryloxyquinoline has been synthesized via base catalyzed microwave-assisted multi-component cyclocondensation reaction. This methodology allowed us to achieve the desired products in good yields in very short time with the use of 10 mol% NaOH as a non-hazardous organic base. The chemical structures of compounds 6a-x were elucidated by 1H NMR, 13C NMR, FT-IR, elemental analysis, and mass spectral data. The titled derivatives were tested against a panel of pathogenic strains of bacteria and fungi for antimicrobial activity and against Mycobacterium tuberculosis H37Rv for their antitubercular activity. The structural activity relationship study revealed that antimicrobial and antitubercular potency of the title compounds depends not only on the bicyclic heteroaromatic pharmacophore appended through ether linked aryl ring but also on the nature of the peripheral substituents and may also upon their spatial relationship and positional changes.
- Sangani, Chetan B.,Jardosh, Hardik H.,Patel, Manish P.,Patel, Ranjan G.
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p. 3035 - 3047
(2013/07/26)
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- (2-Pyridyl)acetone-promoted Cu-catalyzed O-arylation of phenols with aryl iodides, bromides, and chlorides
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(Chemical Equation Presented) Employing (2-pyridyl)acetone as a new supporting ligand, the copper-catalyzed coupling reactions of aryl chlorides, aryl bromides, and aryl iodides with various phenols successfully proceeded in good yields under mild conditions. This reaction displays great functional groups compatibility and excellent reactive selectivity.
- Zhang, Qi,Wang, Deping,Wang, Xianyang,Ding, Ke
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supporting information; experimental part
p. 7187 - 7190
(2009/12/09)
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- 3-[2-(4-Anisidino)phenyl]-1-phenyl-1-propiophenones and propanols
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The invention relates to novel 1-(4-R1 O-phenyl)-2-(4-R2 -phenyl)-6-R3 -1,2,3,4-tetrahydroquinolines having anti-fertility and hypocholesterolemic activities, to their preparation, and to novel intermediates therefor.
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- Certain 1,2-diphenyl-1,2,3,4-tetrahydroquinoline compounds
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The invention relates to novel 1-(4-R1 O-phenyl)-2-(4-R2 -phenyl)-6-R3 -1,2,3,4-tetrahydroquinolines having antifertility and hypocholesterolemic activities, to their preparation, and to novel intermediates therefor.
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