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Visible-Light-Driven CarboxyLic Amine Protocol (CLAP) for the Synthesis of 2-Substituted Piperazines under Batch and Flow Conditions.
Gueret, Robin; Pelinski, Lydie; Bousquet, Till; Sauthier, Mathieu; Ferey, Vincent; Bigot, Antony.
Afiliación
  • Gueret R; Univ. Lille, CNRS, Centrale Lille, ENSCL, Univ. Artois, UMR 8181, Unité de Catalyse et Chimie du Solide, F-59000 Lille, France.
  • Pelinski L; Univ. Lille, CNRS, Centrale Lille, ENSCL, Univ. Artois, UMR 8181, Unité de Catalyse et Chimie du Solide, F-59000 Lille, France.
  • Bousquet T; Univ. Lille, CNRS, Centrale Lille, ENSCL, Univ. Artois, UMR 8181, Unité de Catalyse et Chimie du Solide, F-59000 Lille, France.
  • Sauthier M; Univ. Lille, CNRS, Centrale Lille, ENSCL, Univ. Artois, UMR 8181, Unité de Catalyse et Chimie du Solide, F-59000 Lille, France.
  • Ferey V; PDP Innovation, Sanofi, 371 rue du Professeur Joseph Blayac, 34184 Montpellier, France.
  • Bigot A; Pre Development Science Chemical Synthesis, Sanofi, 13 quai Jules Guesde, 94403 Vitry-Sur-Seine, France.
Org Lett ; 22(13): 5157-5162, 2020 Jul 02.
Article en En | MEDLINE | ID: mdl-32575988
ABSTRACT
Piperazines are privileged scaffolds in medicinal chemistry. Disclosed herein is a visible-light-promoted decarboxylative annulation protocol between a glycine-based diamine and various aldehydes to access 2-aryl, 2-heteroaryl, as well as 2-alkyl piperazines. The iridium-based complex [Ir(ppy)2(dtbpy)]PF6 and carbazolyl dicyanobenzene 4CzIPN were found to be the photocatalysts of choice to efficiently perform the transformation under mild conditions, whether in batch or in continuous mode.

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: Francia Pais de publicación: EEUU / ESTADOS UNIDOS / ESTADOS UNIDOS DA AMERICA / EUA / UNITED STATES / UNITED STATES OF AMERICA / US / USA

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: Francia Pais de publicación: EEUU / ESTADOS UNIDOS / ESTADOS UNIDOS DA AMERICA / EUA / UNITED STATES / UNITED STATES OF AMERICA / US / USA