Organocatalytic oxidative dehydrogenation of dihydroarenes by dioxygen using 2,3-dichloro-5,6-dicyano-benzoquinone (DDQ) and NaNO2.
نویسندگان
چکیده
The oxidative dehydrogenation of dihydroarenes catalyzed by 2,3-dichloro-5,6-dicyano-benzoquinone(DDQ) and NaNO(2) with dioxygen is reported. The combination of DDQ and NaNO(2) showed high efficiency and high selectivity, compared with other benzoquinones and anthraquinones, e.g., >99% conversion of 9,10-dihydroanthracene with 99% selectivity for anthracene can be obtained at 120 degrees C under 1.3 MPa O(2) for 8 h. Excellent results were achieved in the oxidative dehydrogenation of variety of dihydroarenes.
منابع مشابه
OXIDATIVE DEHYDROGENATION OF 1-TETRALONES: SYNTHESIS OF JUGLONE, NAPHTHAZARIN, AND ?-HYDROXYANTHRAQUINONES
Treatment of 5,8-dihydroxy-1-tetralone (9) with either 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) in refluxing benzene or silver (I) oxide in refluxing 1,4-dioxane afforded juglone (5-hydroxy-1,4-naphthoquinone) (1) in good yield. With manganese dioxide in dioxane the tetralone gave a mixture of juglone and naphthazarin (5,8-dihydroxy-1,4-naphthoquinone) (3), the proportion of naphthazarin...
متن کاملSpectrophotometrc Methods for the Determination of Ambrisentan Using Charge Transfer Reagents
The color developing reaction between ambrisentan and 2,3-dichloro-5,6-dicyano-1,4- benzoquinone (DDQ) or 2,5-dichloro-3,6-dihydroxy-1,4-benzoquinone (CLA) was successfully employed in the development of two simple and sensitive spectrophotometric methods (M1 and M2) for the determination of ambrisentan in its pharmaceutical dosage forms.The methods are based on the charge transfer reaction of ...
متن کاملMild Method for 2-Naphthylmethyl Ether Protecting Group Removal Using a Combination of 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) and β-Pinene
The use of a combination of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) and β-pinene permits the removal of 2-naphthylmethyl (Nap) ether protecting groups on highly sensitive substrates. The reaction tolerates both acid and base sensitive protecting groups, and products are afforded in 68-96% yield. The utility of the method is demonstrated by the removal of the Nap protecting groups on hig...
متن کاملPotentiometric and Spectrophotometric Determination of Phenothiazine Derivatives Based on Their Titration with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone
The reaction between phenothiazine and 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) in the presence of p-toluenesulfonic acid in chloroform was investigated by potentiometry, voltammetry and spectrophotometry, and the reaction pathways were proposed. The conditions for the oxidimetric titration of phenothiazines with a standard chloroform solution of DDQ were optimized and the potentiometric...
متن کاملLight-induced O-glycosylation of unprotected deoxythioglycosyl donors.
The O-glycosylation of several unprotected deoxythioglycosides and alcohols using 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ) under long-wavelength UV irradiation was effectively realized using a single electron transfer (SET) mechanism. In some cases, the use of p-methoxyboronic acid was very effective in temporary protection of the 1,3-diol (C4 and C6 positions) of the unprotected glycosyl ...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید
ثبت ناماگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید
ورودعنوان ژورنال:
- Molecules
دوره 13 12 شماره
صفحات -
تاریخ انتشار 2008