Electrochemical C–H Alkylation of Azauracils Using N‑(Acyloxy)phthalimides

We present an electrochemical alkylation of azauracils using N-(acyloxy)­phthalimides (NHPI esters) as readily available alkyl radical progenitors under metal- and additive-free conditions. Several azauracils are shown to undergo alkylation with an array of NHPI esters (1°, 2°, 3°, and sterically co...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Organic letters 2024-08, Vol.26 (34), p.7227-7232
Hauptverfasser: Dash, Rupashri, Panda, Satya Prakash, Bhati, Kuldeep Singh, Sharma, Siddharth, Murarka, Sandip
Format: Artikel
Sprache:eng
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:We present an electrochemical alkylation of azauracils using N-(acyloxy)­phthalimides (NHPI esters) as readily available alkyl radical progenitors under metal- and additive-free conditions. Several azauracils are shown to undergo alkylation with an array of NHPI esters (1°, 2°, 3°, and sterically congested), providing the desired products in good to excellent yields. This operationally simple method is robust, scalable, and suitable for both batch and flow setups.
ISSN:1523-7060
1523-7052
1523-7052
DOI:10.1021/acs.orglett.4c02662