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Complementary Site-Selective Halogenation of Nitrogen-Containing (Hetero)Aromatics with Superacids.
Mamontov, Alexander; Martin-Mingot, Agnès; Métayer, Benoit; Karam, Omar; Zunino, Fabien; Bouazza, Fodil; Thibaudeau, Sébastien.
Afiliación
  • Mamontov A; Université de Poitiers, UMR-CNRS 7285, IC2MP, Superacid Group - Organic Synthesis Team, 4 rue Michel Brunet, TSA 51106, 86073, Poitiers Cedex 9, France.
  • Martin-Mingot A; @rtMolecule, 1 rue Georges Bonnet, Bâtiment B37, 86000, Poitiers, France.
  • Métayer B; Université de Poitiers, UMR-CNRS 7285, IC2MP, Superacid Group - Organic Synthesis Team, 4 rue Michel Brunet, TSA 51106, 86073, Poitiers Cedex 9, France.
  • Karam O; Université de Poitiers, UMR-CNRS 7285, IC2MP, Superacid Group - Organic Synthesis Team, 4 rue Michel Brunet, TSA 51106, 86073, Poitiers Cedex 9, France.
  • Zunino F; @rtMolecule, 1 rue Georges Bonnet, Bâtiment B37, 86000, Poitiers, France.
  • Bouazza F; @rtMolecule, 1 rue Georges Bonnet, Bâtiment B37, 86000, Poitiers, France.
  • Thibaudeau S; @rtMolecule, 1 rue Georges Bonnet, Bâtiment B37, 86000, Poitiers, France.
Chemistry ; 26(46): 10411-10416, 2020 Aug 17.
Article en En | MEDLINE | ID: mdl-32212405
Site-selective functionalization of arenes that is complementary to classical aromatic substitution reactions remains a long-standing quest in organic synthesis. Exploiting the generation of halenium ion through oxidative process and the protonation of the nitrogen containing function in HF/SbF5 , the chlorination and iodination of classically inert Csp2 -H bonds of aromatic amines occurs. Furthermore, the superacid-promoted (poly)protonation of the molecules acts as a protection, favoring the late-stage selective halogenation of natural alkaloids and active pharmaceutical ingredients.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Chemistry Asunto de la revista: QUIMICA Año: 2020 Tipo del documento: Article País de afiliación: Francia Pais de publicación: Alemania
Texto completo
Añadir a Mi BVS
Imprimir
XML
PubMed Links
Buscar en Google

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Chemistry Asunto de la revista: QUIMICA Año: 2020 Tipo del documento: Article País de afiliación: Francia Pais de publicación: Alemania