Aminations and arylations by direct C–O activation for the design of 7,8-dihydro-6H -5,8-ethanopyrido[3,2- d]pyrimidines - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue RSC Advances Année : 2021

Aminations and arylations by direct C–O activation for the design of 7,8-dihydro-6H -5,8-ethanopyrido[3,2- d]pyrimidines

Résumé

The design of some novel disubstituted 7,8-dihydro-6H-5,8-ethanopyrido[3,2-d]pyrimidine derivatives is reported. The series was developed from quinuclidinone, which afforded versatile platforms bearing one lactam function in position C-2 that were then used to create C–N or C–C bonds for SNAr or palladium-catalyzed cross-coupling reactions by in situ C–O activation. The reaction conditions were optimized under microwave irradiation, and a wide range of amines or boronic acids were used to determine the scope and limitations of each method. To complete this study, the X-ray crystallographic data of 7,8-dihydro-6H-5,8-ethanopyrido[3,2-d]pyrimidine derivative 49 were used to formally establish the structures of the products.

Domaines

Matériaux
Fichier principal
Vignette du fichier
2021-092.pdf (576.89 Ko) Télécharger le fichier
Origine : Publication financée par une institution

Dates et versions

hal-03274724 , version 1 (30-06-2021)

Identifiants

Citer

Mazarine Laurent, Stéphane Bostyn, Mathieu Marchivie, Yves Robin, Sylvain Routier, et al.. Aminations and arylations by direct C–O activation for the design of 7,8-dihydro-6H -5,8-ethanopyrido[3,2- d]pyrimidines. RSC Advances, 2021, 11 (32), pp.19363-19377. ⟨10.1039/D1RA03092B⟩. ⟨hal-03274724⟩
41 Consultations
35 Téléchargements

Altmetric

Partager

Gmail Facebook X LinkedIn More