An efficient synthesis of polysubstituted pyrroles via copper-catalyzed coupling of oxime acetates with dialkyl acetylenedicarboxylates under aerobic conditions.
نویسندگان
چکیده
A Cu-catalyzed [3+2]-type condensation reaction of oxime acetates and dialkyl acetylenedicarboxylates that provides highly substituted pyrroles under aerobic conditions is described. The newly formed pyrroles are easily employed for further transformations to prepare pyrrolo[2,1-a]isoquinoline skeletons.
منابع مشابه
Coupling of Amines, Dialkyl acetylenedicarboxylaes and Formaldehyde Promoted by Copper (II) Chloride: An Efficient Synthesis of Polysubstituted Dihydro-2-oxopyrrols
An environmental friendly synthetic route for copper (II) chloride dihydrate catalyzed one-pot multicomponentsynthesis of biologically active high substituted dihydro-2-oxypyrroles has developed. The non-toxic, low-cost catalyst and eco-friendly and good to high yields are the notable benefits for the efficient synthesis of these products.
متن کاملSynthesis of polysubstituted pyrroles via [3 + 2]-annulation of aziridines and β-nitroalkenes under aerobic conditions.
Polysubstituted pyrroles were regioselectively synthesized in moderate to good yields via the copper acetate-catalyzed [3 + 2] annulation reaction of readily accessible aziridines and nitroalkenes. This reaction was proposed to proceed through a key azomethine ylide intermediate generated by selective C-C bond cleavage of the aziridine followed by annulation with nitroalkenes under aerobic cond...
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 کاملSynthesis of Polyfunctionalized Pyrroles by a PPh3-Promoted Condensation Reaction Between Ammonium Acetate, Dialkyl Acetylenedicarboxylate and Arylglyoxals
A simple and efficient synthesis of some polyfunctionalized pyrrole derivatives by a triphenylphosphine-promoted condensation reaction between dialkyl acetylenedicarboxylates, arylglyoxals, and ammonium acetate is described. This present method carries several advantages, such as good yields, a simple procedure, non-hazardous reaction conditions and starting from easily accessible...
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:
- Chemical communications
دوره 49 83 شماره
صفحات -
تاریخ انتشار 2013