- Palladium-Catalyzed Arylation of Benzylic C-H Bonds of Azaarylmethanes with Aryl Sulfides
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Benzylic C-H arylation of azaarylmethanes with aryl sulfides has been developed by using a Pd-NHC catalyst and an amide base. Various azaarylmethanes and aryl sulfides were involved in the reaction to afford the corresponding diarylmethanes in good to excellent yields. Moreover, triarylmethane synthesis was accomplished through iterative arylations of 2- or 4-methylpyridine with two different aryl sulfides.
- Gao, Ke,Yamamoto, Keita,Nogi, Keisuke,Yorimitsu, Hideki
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supporting information
p. 2956 - 2960
(2017/10/06)
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- Synthesis of 4-benzylpyridines via Pd-catalyzed CH3-arylation of 4-picoline
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A highly efficient synthesis of 4-benzylpyridines was developed via Pd-catalyzed C(sp3)-H arylation between 4-picoline and aryl halides. It was found that the best yields were achieved with a simple Pd(PPh3)4 catalyst and Cs2CO3 as the base. Compared with the known methods, our reaction does not require the use of a strong organometallic reagent as the base.
- Wu, Jing,Wang, Dadian,Chen, Xiang,Gui, Qingwen,Li, Hua,Tan, Ze,Huang, Genping,Wang, Guangwei
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supporting information
p. 7509 - 7512
(2017/09/27)
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- Regioselective synthesis of 4-alkylpyridines from pyridine and aldehydes via dipole reversal process of 1,4-dihydropyridine phosphonate
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4-Alkylation of pyridine has been accomplished by the reaction of ylides, derivated from 1,4-dihydropyridine phosphonate via phosphonioalkoxycarbonylation of pyridine with aldehydes and subsequent elimination of diisopropyl phosphate followed by aromatization with potassium tert-butoxide.
- Lee, Phil Ho,Lee, Kooyeon,Shim, Jun Hwan,Lee, Seong Guk,Kim, Sundae
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p. 777 - 784
(2007/10/03)
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- A facile synthesis of 4-benzylpyridines by regiospecific addition of substituted benzylic Griganard reagents to pyridinium salts
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Substituted 4-benzylpyridines are prepared by regiospecific γ-addition of substituted benzylic Grinard reagents to pyridinium salts in fairly good yields.
- Shiao,Chia
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p. 401 - 406
(2007/10/02)
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- A facile synthesis of functionalized 4-benzylpyridines by using mixed copper, zinc benzylic organometallics
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A general approach by use of highly functionalized mixed copper zinc, benzylic organometallics to react with N-ethoxycarbonylpyridinium chloride to give regioselectively 4-benzylpyridines after oxygen oxidation in 30-75% yield is described.
- Chia,Shiao
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p. 2033 - 2034
(2007/10/02)
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- Flexible N-methyl-4-phenyl-1,2,3,6-tetrahydropyridine analogues: Synthesis and monoamine oxidase catalyzed bioactivation
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Eighteen analogues of N-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) were synthesized and evaluated as substrates of monoamine oxidase. In general, the flexible analogues, characterized by the presence of a methylene (or ethylene) bridge between the aryl/heteroaryl and tetrahydropyridyl moieties, were better substrates of the enzyme than the conformationally restricted MPTP. It is suggested that the increased oxidative activity of these flexible analogues reflects enhanced binding due to the ability of the C-4-aryl/heteroaryl substituent to gain access to a hydrophobic pocket within the substrate binding site.
- Efange,Michelson,Remmel,Boudreau,Dutta,Freshler
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p. 3133 - 3138
(2007/10/02)
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