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Oxidative N-N Bond Formation Versus the Curtius Rearrangement.
Hohenadel, Melissa; Ebel, Ben; Oppel, Iris M; Patureau, Frederic W.
Afiliación
  • Hohenadel M; RWTH Aachen University, IOC, GERMANY.
  • Ebel B; RWTH Aachen University, IAC, GERMANY.
  • Oppel IM; RWTH Aachen University, IAC, GERMANY.
  • Patureau FW; RWTH Aachen University, Institute of Organic Chemistry, Landoltweg 1, 52074, Aachen, GERMANY.
Chemistry ; : e202402355, 2024 Jul 04.
Article en En | MEDLINE | ID: mdl-38963800
ABSTRACT
The oxidative formation of N-N bonds from primary amides has been recently reported and then retracted in the journal Nature Communications by Kathiravan, Nicholls, and coauthors, utilizing a hypervalent iodane reagent. Unfortunately, the authors failed to recognize the Curtius reaction taking place under the described reaction conditions. Thus, the claimed N-N coupling products were not formed. Instead, the Curtius rearrangement urea coupling products were obtained. We demonstrate this herein by means of NMR and x-ray analysis, as well as with the support of an alternative synthetic route.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Chemistry Asunto de la revista: QUIMICA Año: 2024 Tipo del documento: Article País de afiliación: Alemania Pais de publicación: Alemania
Texto completo
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Chemistry Asunto de la revista: QUIMICA Año: 2024 Tipo del documento: Article País de afiliación: Alemania Pais de publicación: Alemania