Arylboronic Acid Deborylation Deuteration via Synergistic Thiol, Lewis Base, and Photoredox Catalysis

Arylboronic Acid Deborylation Deuteration via Synergistic Thiol, Lewis Base, and Photoredox Catalysis

A mild method for the deborylation deuteration of arylboronic acids with D2O, mediated by the synergistic combination of a thiol, a Lewis base, and photoredox catalysis, is reported. This reaction showed a broad substrate scope, excellent deuterium incorporation, and functional group tolerance. Ther...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Organic letters 2022-03, Vol.24 (10), p.2064-2068
Hauptverfasser: Dong, Jianyang, Yu, Mo, Yue, Fuyang, Song, Hongjian, Liu, Yuxiu, Wu, Linan, Si, Duanyun, Yang, Cheng, Yang, Guang, Wang, Qingmin
Format: Artikel
Sprache:eng
Schlagworte:
Catalysis
Deuterium - chemistry
Lewis Bases
Sulfhydryl Compounds
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:A mild method for the deborylation deuteration of arylboronic acids with D2O, mediated by the synergistic combination of a thiol, a Lewis base, and photoredox catalysis, is reported. This reaction showed a broad substrate scope, excellent deuterium incorporation, and functional group tolerance. Therefore, this method is practical for the site-selective D-labeling of bioactive molecules and drug molecules.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.2c00722