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Selective Acylation of Aryl- and Heteroarylmagnesium Reagents with Esters in Continuous Flow.
Heinz, Benjamin; Djukanovic, Dimitrije; Ganiek, Maximilian A; Martin, Benjamin; Schenkel, Berthold; Knochel, Paul.
Afiliación
  • Heinz B; Department of Chemistry , Ludwig-Maximilians-Universität , Butenandtstr. 5-13 , 81377 Munich , Germany.
  • Djukanovic D; Department of Chemistry , Ludwig-Maximilians-Universität , Butenandtstr. 5-13 , 81377 Munich , Germany.
  • Ganiek MA; Department of Chemistry , Ludwig-Maximilians-Universität , Butenandtstr. 5-13 , 81377 Munich , Germany.
  • Martin B; Department of Chemistry , Ludwig-Maximilians-Universität , Butenandtstr. 5-13 , 81377 Munich , Germany.
  • Schenkel B; Department of Chemistry , Ludwig-Maximilians-Universität , Butenandtstr. 5-13 , 81377 Munich , Germany.
  • Knochel P; Department of Chemistry , Ludwig-Maximilians-Universität , Butenandtstr. 5-13 , 81377 Munich , Germany.
Org Lett ; 22(2): 493-496, 2020 01 17.
Article en En | MEDLINE | ID: mdl-31886671
A selective acylation of readily accessible organomagnesium reagents with commercially available esters proceeds at convenient temperatures and short residence times in continuous flow. Flow conditions allow us to prevent premature collapse of the hemiacetal intermediates despite noncryogenic conditions, thus furnishing ketones in good yields. Throughout, the coordinating ability of the ester and/or Grignard was crucial for the reaction outcome. This was leveraged by the obtention of several bisaryl ketones using 2-hydroxy ester derivatives as substrates.

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Org Lett Asunto de la revista: BIOQUIMICA Año: 2020 Tipo del documento: Article País de afiliación: Alemania Pais de publicación: Estados Unidos

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Org Lett Asunto de la revista: BIOQUIMICA Año: 2020 Tipo del documento: Article País de afiliación: Alemania Pais de publicación: Estados Unidos