Pd-catalyzed assembly of spirooxindole natural products: a short synthesis of horsfiline.
نویسندگان
چکیده
The Pd-catalyzed intramolecular alpha-arylation of amides is applied to the synthesis of functionalized spirooxindoles. The substrate scope is evaluated, and the reaction is demonstrated to be useful for the assembly of spirooxindole natural products and derivatives thereof. As an application, a new synthesis of horsfiline 1 is presented, giving the natural product in only 4 steps from commercially available amino acid 12.
منابع مشابه
Synthesis of spirooxindole derivatives catalyzed by Fe (III)@graphitic carbon nitride nanocomposite via one-pot multi-component reaction
Fe (III) supported graphitic carbon nitride nanocomposite was synthesized by impregnation of FeCl3 with g- C3N4 (Fe (III)@g-C3N4). Then, the synthesis of spirooxindole derivatives was carried out in the presence of Fe (III) @ graphitic carbon nitride nanocompositevia the multi-component reaction of malononitrile, isatins, and 1,3...
متن کاملA clean and efficient synthesis of spiro[4H-pyran-oxindole] derivatives catalyzed by egg shell
Egg shell has been utilized as a natural, green, reusable and eco-friendly reagent for the synthesis of spiro[4H-pyran-oxindole] derivatives by one-pot multicomponent reaction of isatins, 1,3-diketones, and malononitrile/ ethyl cyanoacetate. Good functional group tolerance and broad scope of usable substrates are other prominent features of the present methodology.
متن کاملSynthesis of functionalized aryl-alkenes catalyzed by CN-ortho-palladated complex of 2,3-dimethoxybenzaldehyde oxime under microwave irradiation
A new dimeric orthopalladated complex was synthesized via reaction of 2,3-dimethoxy benzaldehyde oxime with palladium chloride and lithium chloride in methanol as solvent and sodium acetate as base at room temperature. The catalytic activity of this dimeric [Pd{C6H2(-CH=NOH)-(OMe)2-2,3}(µ-Cl)]2 complex as an efficient, air, and moisture tolerant catalyst was investigated in Mizoroki–Heck cross ...
متن کاملSynthesis of functionalized aryl-alkenes catalyzed by CN-ortho-palladated complex of 2,3-dimethoxybenzaldehyde oxime under microwave irradiation
A new dimeric orthopalladated complex was synthesized via reaction of 2,3-dimethoxy benzaldehyde oxime with palladium chloride and lithium chloride in methanol as solvent and sodium acetate as base at room temperature. The catalytic activity of this dimeric [Pd{C6H2(-CH=NOH)-(OMe)2-2,3}(µ-Cl)]2 complex as an efficient, air, and moisture tolerant catalyst was investigated in Mizoroki–Heck cross ...
متن کاملChemoselective Synthesis of Pentaerythritol Diacetals Catalyzed by CuO-CeO2 Nanocomposite under Solvent-free Conditions
CuO-CeO2 nanocomposite is reported as a green recyclable catalyst for the chemoselective synthesis of pentaerythritol diacetals from aromatic aldehydes under solvent-free conditions. The catalyst was synthesized by co-precipitation method and characterized by XRD, BET specific surface area, FESEM and EDS analysis. This procedure provides some advantages such as simple work-up, clean procedure, ...
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:
- The Journal of organic chemistry
دوره 75 17 شماره
صفحات -
تاریخ انتشار 2010