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Modification of Natural Eudesmane Scaffolds via Mizoroki-Heck Reactions.

ABSTRACT: 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-configuration and without racemization.

SUBMITTER: Zaki M

PROVIDER: S-EPMC6153938 | biostudies-literature |

REPOSITORIES: biostudies-literature

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

Project description: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 lead to 1,3-dienes in moderate yields.

| S-EPMC2910319 | biostudies-literature

Nickel-Catalyzed Mizoroki-Heck-Type Reactions of Unactivated Alkyl Bromides.

Project description:The development of a general, nickel-catalyzed alkyl-Mizoroki-Heck reaction of unactivated alkyl bromides is described. The mild reaction proceeds efficiently using a wide range of primary and secondary alkyl bromides, and examples of intermolecular cross-couplings are provided. Reaction alkene regioselectivity is significantly enhanced over prior carbocyclizations using palladium catalysis. Mechanistic investigations are consistent with a direct carbocyclization in contrast to the auto-tandem atom-transfer cyclization and halide elimination previously observed with palladium catalysis.

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Palladium-Catalyzed Mizoroki-Heck and Copper-Free Sonogashira Coupling Reactions in Water Using Thermoresponsive Polymer Micelles.

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Pd-catalyzed formal Mizoroki-Heck coupling of unactivated alkyl chlorides.

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A new nanomagnetic Pd-Co bimetallic alloy as catalyst in the Mizoroki-Heck and Buchwald-Hartwig amination reactions in aqueous media.

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| S-EPMC8382703 | biostudies-literature

Functionalization of the imidazo[1,2-a]pyridine ring in ?-phosphonoacrylates and ?-phosphonopropionates via microwave-assisted Mizoroki-Heck reaction.

Project description:A series of new phosphonocarboxylates containing an imidazo[1,2-a]pyridine ring has been synthesized via the microwave-assisted Mizoroki-Heck reaction. The efficient modification of the imidazo[1,2-a]pyridine ring has been achieved as late-stage functionalization, enabling and accelerating the generation of a library of compounds from a common precursor.

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| S-EPMC5669036 | biostudies-literature

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