Au(I)-catalyzed Regioselective Hydrogen Isotope Labeling of Indoles 6f, 8 - CEA - Université Paris-Saclay
Article Dans Une Revue Organic Letters Année : 2024

Au(I)-catalyzed Regioselective Hydrogen Isotope Labeling of Indoles 6f, 8

Résumé

The gold(I)-catalyzed hydrogen isotope exchange reaction on indoles and related heterocycles is described under mild conditions and low catalyst loadings, using CD3OD and D2O as readily available deuterium sources. C3-unsubstituted indoles are labeled at the C3 position with exquisite regioselectivity, while C3-substituted indoles are labeled at the C2 position. The method is also applicable to the regioselective tritiation of indoles. Mechanistic studies revealed the involvement of aurated indoles as key intermediates
Fichier principal
Vignette du fichier
Au-catalyzed_deuteration_OL revised.pdf (3.11 Mo) Télécharger le fichier
Origine Fichiers produits par l'(les) auteur(s)

Dates et versions

hal-04788467 , version 1 (18-11-2024)

Identifiants

Citer

Pierre Milcendeau, Pierre Colonna, Mohammed Ramdani, Sébastien Garcia-Argote, Nicolas Glinsky-Olivier, et al.. Au(I)-catalyzed Regioselective Hydrogen Isotope Labeling of Indoles 6f, 8. Organic Letters, 2024, 26 (45), pp.9735-9740. ⟨10.1021/acs.orglett.4c03597⟩. ⟨hal-04788467⟩
0 Consultations
0 Téléchargements

Altmetric

Partager

More