Preparation of pyrrolizinone derivatives via sequential transformations of cyclic allyl imides: synthesis of quinolactacide and marinamide.
نویسندگان
چکیده
A facile synthetic route has been developed for the preparation of pyrrolizinone derivatives employing N-allyl imides as starting materials. The nucleophilic addition of a vinyl Grignard reagent/RCM/elimination sequence afforded pyrrolizinones in good yields and has been applied for the preparation of naturally occurring quinolactacide and marinamide.
منابع مشابه
An Efficient Synthesis of Benzylamino Coumarin Derivatives via Three-component Coupling of 4-hydroxycoumarin, Aromatic Aldehyde and Cyclic Secondary Amine Catalyzed by CuO Nanoparticles
A green and efficient one-pot synthesis of benzylamino coumarin derivatives was conducted by a three-component condensation of 4-hydroxycoumarin, cyclic secondary amine, and aromatic aldehyde in the presence of CuO nanoparticles (NPs) as a heterogeneous catalyst in water at room temperature.
متن کاملElectrocatalytic Synthesis of Spirooxindole-Chromene Derivatives in Ethanol/DMSO Media using a Fe-Mn-O Composite as an Efficient Working Electrode
An efficient and sustainable method was developed for electrocatalytic multicomponent synthesis of spirooxindole-chromene derivatives via a green one-pot, three component condensations of cyclic-1,3-diones, malononitrile and isatins inside an undivided cell where potassium bromide was applied as electrolyte in ethanol/DMSO (95/5 v/v) media, and a practical Fe-Mn-O composit...
متن کاملDesign, synthesis, and SAR study of isopropoxy allylbenzene derivatives as 15-lipoxygenase inhibitors
Objective(s): Allylbenzenes have been recently developed as inhibitors of lipoxygenases. They decrease peroxidation activity via mimicking 1,4-unsaturated bonds of fatty acids by their allyl portion. We designed and synthesized new derivatives of allyl benzenes (6a-f) with isopropoxy and amide substituents at ortho and meta positions towards allyl group, respectively. ...
متن کاملOne-pot synthesis of ferrocene-containing 1,3,4-oxadiazole derivatives from N-isocyaniminotriphenylphosphorane (Ph3PNNC), cyclic ketones and ferrocene carboxylic acid
Reactions of N-isocyaniminotriphenylphosphorane with a cyclic ketone in the presence of ferrocene carboxylic acid proceeded smoothly at room temperature and in neutral conditions to afford ferrocene-containing 1,3,4-oxadiazole derivatives in high yields. The reaction proceeded smoothly and cleanly under mild conditions and no side reactions were observed. The structures of the products were ded...
متن کاملSynthesis of conformationally constrained aryl- or heteroarylpiperazinyl derivatives of selected imides as 5-HT1A receptor ligands.
The preparation of a number of cyclic imide 5-HT(1A) receptor ligand derivatives has been described. Their structures were conformationally constrained by introducing rigid linkers containing unsaturated bonds or aromatic benzene rings. These compounds are expected to possess anxiolytic and antidepressant activity.
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 16 12 شماره
صفحات -
تاریخ انتشار 2018