Phosphorus ligand-free Suzuki-Miyaura reactions in the presence of ABTS at room temperature in water

A catalytic system for a phosphorus ligand-free Suzuki-Miyaura reaction in water at room temperature was disclosed. Ammonium 2,2'-azino-bis(3-ethylbenzthiazoline-6-sulfonate) (ABTS) was an efficient promoterand actedboth asa ligand and as a surfactant for the synthesis of biaryl compounds via the Suzuki-Miyaura reaction in water. The targeted biaryl architectures were achieved under mild conditions with high efficiency and good functional group tolerance. Key words: Suzuki-Miyaura reaction, biaryl, ligand free, 22'-azino-bis(3-ethylbenzthiazoline-6-sulfonic acid), water. Nous presentons un systeme catalytique sans ligand phosphore pour la reaction de SuzukiMiyaura dans l'eau a temperature ambiante. Le 2,2'azino-bis(3-ethylbenzohiazoline-6-sulfonate) d'ammonium (ABTS) s'est revele etre un promoteur efficace, agissant a la fois comme ligand et comme tensioactif dans la synthese de composes biaryliques par couplage de SuzukiMiyaura dans l'eau. Ce systeme catalytique a permis de former les structures biaryliques ciblees dans des conditions douces avec une grande efficacite et une bonne tolerance aux groupements fonctionnels. [Traduit par la Redaction] Mots-cles: reaction de Suzuki-Miyaura, biaryle, sans ligand, 22'-azino-bis(acide 3ethylbenzohiazoline-6-sulfonique), eau.
Introduction As a versatile alternative to the formation of C-C bonds, (1,2) the Suzuki-Miyaura coupling reaction has found extensive use in the synthesis of natural products, pharmaceuticals, and advanced materials [...]