Photoredox-catalyzed nucleophilic addition of α-amino radicals to unsaturated compounds

Visible-light photoredox catalysis has transformed modern synthetic organic chemistry by enabling efficient and selective radical nucleophilic addition reactions mediated by α-amino radicals. Generated under mild conditions, these highly nucleophilic intermediates provide powerful strategies for constructing a wide range of nitrogen-containing molecules with significant biological relevance. This review systematically examines recent advances in α-amino radical generation, encompassing approaches based on direct C-H oxidation, decarboxylation, reductive cleavage of C-Si and C-B bonds, and electron donor-acceptor complex formation. In addition, it critically evaluates key strategies for controlling regioselectivity and stereoselectivity, highlighting innovative catalytic systems and mechanistic insights. The synthetic utility of these methods in natural product synthesis and medicinal chemistry is discussed, underscoring their transformative impact. Finally, the review offers perspectives on future directions and remaining challenges, with particular emphasis on catalyst innovation, reaction scalability, and deeper mechanistic understanding.

Authors

Institutions

Publication Details

Journal
Chemical Communications
Published
2025-01-01
DOI
https://doi.org/10.1039/d5cc04974a
Citations
1
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
0.94
Controls
|||
ALL TIME
JAN
FEB
MAR
APR
MAY
JUN
JUL
AUG
SEP
OCT
article

Photoredox-catalyzed nucleophilic addition of α-amino radicals to unsaturated compounds

Guo‐Qiang Xu, Yong Hua, Xu Ha
1 citations
Chemical Communications
Radical Photochemical Reactions
0.94
article

Photoredox-catalyzed nucleophilic addition of α-amino radicals to unsaturated compounds

Guo‐Qiang Xu, Yong Hua, Xu Ha
article en
1 citations

Abstract

Visible-light photoredox catalysis has transformed modern synthetic organic chemistry by enabling efficient and selective radical nucleophilic addition reactions mediated by α-amino radicals. Generated under mild conditions, these highly nucleophilic intermediates provide powerful strategies for constructing a wide range of nitrogen-containing molecules with significant biological relevance. This review systematically examines recent advances in α-amino radical generation, encompassing approaches based on direct C-H oxidation, decarboxylation, reductive cleavage of C-Si and C-B bonds, and electron donor-acceptor complex formation. In addition, it critically evaluates key strategies for controlling regioselectivity and stereoselectivity, highlighting innovative catalytic systems and mechanistic insights. The synthetic utility of these methods in natural product synthesis and medicinal chemistry is discussed, underscoring their transformative impact. Finally, the review offers perspectives on future directions and remaining challenges, with particular emphasis on catalyst innovation, reaction scalability, and deeper mechanistic understanding.

Chemical CommunicationsVol. 61(92)
Lanzhou University (CN)
Openalex Percentile: Top 20%
Radical Photochemical Reactions
0.94
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.