Microwave-assisted C-3 selective oxidative radical alkylation of flavones.
نویسندگان
چکیده
Flavones were directly alkylated at the C-3 position in moderate yields using a xanthate-based oxidative radical addition procedure. This methodology is a suitable synthetic tool for the direct substitution of the vinylic and unactivated C-H bond of the C ring of the flavone by an alkyl functionality under neutral conditions.
منابع مشابه
Microwave Assisted Selective Synthesis of four Chromanones Via Biscyclization Method in the Presence of Polyphosphoric Acid and Crystal Structure Determination of Their Dicarboxylic Acids
Microwave irradiation is used in the synthesis of four tricyclic chromanones 11-14. The chromanone 14 and 12 are selectively formed thermally and under microwave in the presence of polyphosphoric acid (PPA) from the same dicarboxylic acid 9, respectively. The crystal structures of the two diacids are also reported. The corresponding ortho and meta isomers of diacids crystallize in the space...
متن کاملSynthesis of N-phenyl-N-(3-(piperidin-1-yl)propyl)benzofuran-2-carboxamides as new selective ligands for sigma receptors.
Novel benzofuran-2-carboxamide ligands, which are selective for sigma receptors, have been synthesized via a microwave-assisted Perkin rearrangement reaction and a modified Finkelstein halogen-exchange used to facilitate N-alkylation. The ligands synthesized are the 3-methyl-N-phenyl-N-(3-(piperidin-1-yl)propyl)benzofuran-2-carboxamides (KSCM-1, KSCM-5 and KSCM-11). The benzofuran-2-carboxamide...
متن کاملShape Selective Pillared Clay Catalysts for P-Xylene Production
Shape selective xylene production is very important in the polymer industry because of its extensive use as raw material for monomer preparation. The acidity associated with the Lewis and Broensted centers present in the pillars interlayered clay and its textural properties allows good catalytic activity and shape selectivity toward p-xylene production. So, in the present study, ultrasonic and ...
متن کاملRapid microwave-assisted cleavage of methyl phenyl ethers: new method for synthesizing desmethyl precursors and for removing protecting groups
A new microwave-enhanced method for rapid demethylation of methyl phenyl ethers using neat methanesulfonic acid (CH3SO3H) is presented. Using a monomodal microwave cavity, cleavage of anisole (1), used as model compound, to phenol (2) was achieved with high conversions (ca 80%) in very short reaction times (10–20 s). The feasibility of cleaving one or both of two methoxy groups was illustrated ...
متن کاملMicrowave assisted N-alkylation of amine functionalized crystal-like mesoporous phenylene-silica.
N-alkylation reaction of amine functionalized phenylene moieties in crystal-like mesoporous silica is successfully achieved with about 87% of conversion in two reaction cycles. A potassium iodide catalyzed method commonly used for the selective N-monoalkylation of aniline is adapted and optimized to the N-monoalkylation reactions of the amine functionalized periodic mesoporous phenylene-silica ...
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:
- Organic & biomolecular chemistry
دوره 10 15 شماره
صفحات -
تاریخ انتشار 2012