- Nucleophilic deoxyfluorination of catechols
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Nucleophilic deoxyfluorinaiton of one of the two hydroxyl groups of catechols has been developed via the Umpolung concept. This method was successively applied to naturally occurring catechols, such as catechins and dopamine, to produce novel fluorinated
- Nemoto, Hiroyuki,Nishiyama, Tsuyoshi,Akai, Shuji
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supporting information; experimental part
p. 2714 - 2717
(2011/06/28)
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- Highly substituted Schiff base macrocycles via hexasubstituted benzene: a convenient double Duff formylation of catechol derivatives
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The synthesis of soluble, shape-persistent macrocycles is important for developing new materials. Double Duff formylation of 4,5-dialkylcatechol derivatives yields 3,6-diformyl-4,5-dialkylcatechols in moderate yields. These hexasubstituted aromatics are u
- Shopsowitz, Kevin E.,Edwards, David,Gallant, Amanda J.,MacLachlan, Mark J.
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scheme or table
p. 8113 - 8119
(2009/12/09)
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- Molecular actuator: Redox-controlled clam-like motion in a bichromophoric electron donor
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The one-electron oxidation of tetramethoxydibenzobicyclo[4.4.1]undecane (4) prompts it to undergo a clam-like electromechanical actuation into a cofacially -stacked conformer as established by (i) electrochemical analysis, (ii) by the observation of the i
- Chebny, Vincent J.,Shukla, Ruchi,Lindeman, Sergey V.,Rathore, Rajendra
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supporting information; experimental part
p. 1939 - 1942
(2009/09/25)
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- A facile synthesis of functionalized catechols
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A general route to functionalized catechols is achieved by the reaction of 3,6-di(chloromethyl)-4,5-dimethyl-catechol with various nucleophiles in the presence of a base. The reactions are proposed to occur by way of a dehydrochlorinated intermediate which undergoes Michael additions to give the catechol products.
- Li, Chaozhong,Angelici, Robert J.
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p. 4235 - 4238
(2007/10/03)
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- Chemistry of 2-Methoxy-2,5-cyclohexadienones. I. Photochemistry of 2-Methoxy-4,4-dimethyl-2,5-cyclohexadienone
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The title compound, 2-methoxy-4,4-dimethyl-2,5-cyclohexadienone (V), was prepared from 2-methoxy-4,4-dimethyl-2-cyclohexenone (VIa).A methanolic solution of V was irradiated with a 200 W mercury lamp at -3 deg C to give 2,2-dimethoxy-6,6-dimethylbicyclo3
- Matoba, Katsuhide,Karibe, Norio,Yamazaki, Takao
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p. 3906 - 3911
(2007/10/02)
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- Benzocyclobutenes. Part 5. Synthesis of 4-Hydroxy-, 4,5-Dihydroxy-, and 3,6-Dihydroxy-benzocyclobutene-1,2-dione (Benzologues of Semisquaric and Squaric Acid)
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4-Methoxy- and 4,5-dimethoxy-benzocyclobutene-1,2-dione have been made by flash vacuum pyrolysis of the anthracene adducts of the corresponding phthalazine-1,4-diones which were prepared from the appropriate methoxyphthalic anhydrides. 3,6-Dimethoxybenzocyclobutene-1,2-dione has been prepared from 2-amino-3,6-dimethoxybenzoic acid via the addition of 3,6-dimethoxybenzyne to vinylidene chloride followed by hydrolysis of the resulting 1,1-dichloro-3,6-dimethoxybenzocyclobutene, bromination, and further hydrolysis.The three methoxy-diones and 4,5-dimethoxyphthalaldehyde have been demethylated by heating them with hydrobromic acid and the pKa values of the four hydroxy-compounds have been measured.Preliminary experiments on the synthesis of 4,5-dimethoxybenzocyclobutene are recorded.
- Abou-Teim, Omar,Jansen, Robert B.,McOmie, John F. W.,Perry, David H.
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p. 1841 - 1846
(2007/10/02)
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