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

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.

Standort
Deutsche Nationalbibliothek Frankfurt am Main
Umfang
Online-Ressource
Sprache
Englisch

Erschienen in
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)

Urheber
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
Rechteinformation
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Letzte Aktualisierung
15.08.2025, 07:30 MESZ

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Beteiligte

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

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