Year: 2024
Type: article
Abstract: The gold(I)-catalyzed hydrogen isotope exchange reaction on indoles and related heterocycles is described under mild conditions and low catalyst loadings, using CD 3 OD and D 2 O 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.
Source: Organic Letters
Authors: Pierre Milcendeau, Pierre Colonna, Mohammed Ramdani, Sébastien Garcia-Argote, Nicolas Glinsky-Olivier, Grégory Pieters, Xavier Guinchard
Institutions: Centre National de la Recherche Scientifique, Institut de Chimie des Substances Naturelles, Université Paris-Saclay, Commissariat à l'Énergie Atomique et aux Énergies Alternatives, Institut National de Recherche pour l'Agriculture, l'Alimentation et l'Environnement, CEA Paris-Saclay, Médicaments et Technologies pour la Santé
Language: English
Subfield: Pharmaceutical Science
Domain: Life Sciences
Open Access status: green
OpenAlex ID: W4404076880