Directed C−H Allylation of Aromatic Carboxamides with Allyl Aryl Ethers under Cp*Co (III)‐Catalysis

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Abstract: The Cp*Co (III) C−H allylation of (hetero) arenes with allyl aryl ethers has been developed using an amide as directing group (24 examples). DFT calculations have shed light on the mechanistic course and reactivity pattern, showing that strong electron releasing groups favour the reaction by reducing the activation barrier of the rate‐determining C−H activation step. However, the steric strain can increase the energy of the migratory insertion step to the point of completely preventing the reaction, as in the case of the 3,5‐dimethylbenzamide. The obtained allylated compounds have been transformed into a variety of interesting heterocyclic and carbocyclic structures, such as isoquinolones and isochromanones.

Location: Deutsche Nationalbibliothek Frankfurt am Main

Extent: Online-Ressource

Language: Englisch

Bibliographic citation: Directed C−H Allylation of Aromatic Carboxamides with Allyl Aryl Ethers under Cp*Co (III)‐Catalysis ; day:14 ; month:12 ; year:2023 ; extent:9
European journal of organic chemistry ; (14.12.2023) (gesamt 9)

Creator: Carral‐Menoyo, Asier
Barbolla, Iratxe
Santiago, Carlos
Espinel, Martín
Sotomayor, Nuria
Gómez‐Bengoa, Enrique
Lete, Esther

DOI: 10.1002/ejoc.202301090

URN: urn:nbn:de:101:1-2023121514113043491872

Rights: Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.

Last update: 15.08.2025, 7:30 AM CEST

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Carral‐Menoyo, Asier
Barbolla, Iratxe
Santiago, Carlos
Espinel, Martín
Sotomayor, Nuria
Gómez‐Bengoa, Enrique
Lete, Esther

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Directed C−H Allylation of Aromatic Carboxamides with Allyl Aryl Ethers under Cp*Co (III)‐Catalysis

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Other Objects (12)

Enantio‐ and Regioconvergent Nickel‐Catalyzed Etherification of Phenols by Allylation to Access Chiral C (sp 3)−O Allyl Aryl Ethers

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Lithium promoted mesoporous manganese oxide catalyzed oxidation of allyl ethers

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