Regio- and Stereoselective Synthesis of Polysubstituted γ-Lactams Enabled by Photocatalyzed Sequential Radical Aminoalkylation of MBH Acetates

A visible-light photocatalytic method is reported for the regio- and stereoselective synthesis of polysubstituted γ-lactams from <i>N</i>-arylglycines and Morita-Baylis-Hillman (MBH) acetates. The reaction proceeds through sequential radical aminoalkylation of the dual electrophilic MBH acetate by photogenerated α-aminoalkyl radicals, forming a key γ,γ'-diaminobutyl ester intermediate that undergoes regioselective lactamization. This strategy provides a mild and efficient route to privileged γ-lactam scaffolds, demonstrating the rational integration of two versatile synthons in cascade reactions.

Authors

Institutions

Publication Details

Journal
Organic Letters
Published
2026-02-09
DOI
https://doi.org/10.1021/acs.orglett.5c05015
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

Regio- and Stereoselective Synthesis of Polysubstituted γ-Lactams Enabled by Photocatalyzed Sequential Radical Aminoalkylation of MBH Acetates

Jie Huang, Yan-Hong He, Zhi Guan
Organic Letters
Radical Photochemical Reactions
article

Regio- and Stereoselective Synthesis of Polysubstituted γ-Lactams Enabled by Photocatalyzed Sequential Radical Aminoalkylation of MBH Acetates

Jie Huang, Yan-Hong He, Zhi Guan
article en

Abstract

A visible-light photocatalytic method is reported for the regio- and stereoselective synthesis of polysubstituted γ-lactams from <i>N</i>-arylglycines and Morita-Baylis-Hillman (MBH) acetates. The reaction proceeds through sequential radical aminoalkylation of the dual electrophilic MBH acetate by photogenerated α-aminoalkyl radicals, forming a key γ,γ'-diaminobutyl ester intermediate that undergoes regioselective lactamization. This strategy provides a mild and efficient route to privileged γ-lactam scaffolds, demonstrating the rational integration of two versatile synthons in cascade reactions.

Organic LettersVol. 28(7)
Southwest University (CN), Chongqing Municipal Government (CN)
Openalex Percentile: Top 62%
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.