Modification of Natural Eudesmane Scaffolds via Mizoroki-Heck Reactions

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Modification of Natural Eudesmane Scaffolds via Mizoroki-Heck Reactions.

The Mizoroki-Heck reaction was applied to substrates derived from isocostic and ilicic acids, important sesquiterpene components of Dittrichia viscosa L. Greuter that were extracted directly from plant material collected in Morocco. After optimization of the metallo-catalysis conditions, various aryl-groups were successfully introduced on the exocyclic double bond with an exclusive E-configurat...

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Low Pressure Vinylation of Aryl and Vinyl Halides via Heck-Mizoroki Reactions Using Ethylene.

Aryl bromides and iodides in the presence of catalytic amounts of a palladacycle derived from acetophenone oxime and 2 equivalents of potassium acetate react with ethylene under ambient pressure (15-30 psi) to give the corresponding vinylarenes. The reactions work with both electron-deficient and electron-rich aryl compounds and tolerate wide variety of common functional groups. Vinyl bromides ...

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Mechanisms of the Mizoroki–Heck Reaction

The palladium-catalysed Mizoroki–Heck reaction is the most efficient route for the vinylation of aryl/vinyl halides or triflates. This reaction, in which a C C bond is formed, proceeds in the presence of a base (Scheme 1.1) [1, 2]. Nonconjugated alkenes are formed in reactions involving cyclic alkenes (Scheme 1.2) [1e, 2a,c,e,g] or in intramolecular reactions (Scheme 1.3) [2b,d–g] with creation...

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Linear polystyrene-stabilized PdO nanoparticle-catalyzed Mizoroki-Heck reactions in water.

Linear polystyrene-stabilized PdO nanoparticles (PS-PdONPs) were prepared by thermal decomposition of Pd(OAc)(2) in the presence of polystyrene. X-ray diffraction (XRD) and transmission electron microscopy (TEM) indicated the production of PdO nanoparticles. The loading of palladium was determined by inductively coupled plasma-atomic emission spectroscopy (ICP-AES). PS-PdONPs exhibited high cat...

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A Short Synthesis of Rhaponticin and its 3”-Fluoroanalog via a Wittig/Heck-Mizoroki Route

Rhaponticin and its 3”-fluoroanalog have been prepared from easily accessible starting materials. The key step of these syntheses is the silver carbonate-mediated glycosidation reaction employed for the selective formation of a β -glycosidic bond. A palladium acetate-catalyzed Heck-Mizoroki reaction in triethanolamine established an (E) configuration in the stilbene with simultaneous deprotecti...

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ژورنال

عنوان ژورنال: Molecules

سال: 2017

ISSN: 1420-3049

DOI: 10.3390/molecules22040652