Electrochemical synthesis of hydroxyalkylated quinoxalines <i>via</i> C–H functionalization

An efficient electrochemical C-H hydroxyalkylation of quinoxalines with aldehydes and ketones has been developed in an undivided cell. A variety of aliphatic and aromatic aldehydes as well as ketones have been examined, affording the corresponding hydroxyalkylated quinoxalines in good yields. Mechanism investigations indicate that the hydroxyalkylation is achieved through cathodic reduction to produce ketyl radicals and heteroaryl radical anions, followed by radical-radical cross-coupling.

Authors

Institutions

Publication Details

Journal
Organic & Biomolecular Chemistry
Published
2025-01-01
DOI
https://doi.org/10.1039/d5ob01521a
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
0.00
Controls
|||
ALL TIME
JAN
FEB
MAR
APR
MAY
JUN
JUL
AUG
SEP
OCT
article

Electrochemical synthesis of hydroxyalkylated quinoxalines via C–H functionalization

Dongping Xu, Jin Lei, Shuaishuai Dai, Wu Zhang et al.
Organic & Biomolecular Chemistry
Radical Photochemical Reactions
article

Electrochemical synthesis of hydroxyalkylated quinoxalines via C–H functionalization

Dongping Xu, Jin Lei, Shuaishuai Dai, Wu Zhang, Yajun Zha
article en

Abstract

An efficient electrochemical C-H hydroxyalkylation of quinoxalines with aldehydes and ketones has been developed in an undivided cell. A variety of aliphatic and aromatic aldehydes as well as ketones have been examined, affording the corresponding hydroxyalkylated quinoxalines in good yields. Mechanism investigations indicate that the hydroxyalkylation is achieved through cathodic reduction to produce ketyl radicals and heteroaryl radical anions, followed by radical-radical cross-coupling.

Organic & Biomolecular ChemistryVol. 23(47)
Anhui Normal University (CN)
Openalex Percentile: Top 75%
Radical Photochemical Reactions
AI Navigator

Ask Laika to Summarize, Analyze, and Connect papers live on the map.

Summarize Papers & Methodologies

Extract key findings, datasets, and comparative methods across publications.

Benchmark Rankings & Visual Analytics

Rank top research institutions, authors, funders, topics, and journals by Field-Weighted Citation Impact (FWCI) and paper volume with instant charts.

Connect Distant Disciplines

Bridge topological clusters on the map to find hidden collaborative intersections.