Visible‐Light‐Promoted, (Photo)catalyst‐Free Synthesis of 3‐Sulfonyl‐Azaspiro[4.5]trienones via Arylazo Sulfones

Here, 3‐sulfonyl‐azaspiro[4.5]trienones are now accessible via a versatile visible‐light‐driven dearomative strategy under metal‐ and (photo)catalyst‐free conditions, starting from differently substituted N ‐aryl propiolamides and arylazo sulfones. The protocol employs ethyl acetate as a benign solvent and tert‐butyl hydroperoxide as the oxidant. The reaction proceeds through direct photoexcitation of the arylazo sulfone, which acts simultaneously as a light absorber and a sulfonyl‐radical source, enabling ipso‐spirocyclization of aromatic amides. This transformation combines a broad substrate scope with mild conditions and operational simplicity, providing a valuable synthetic entry to sulfur‐containing spiroheterocycles of pharmacological interest.

Authors

Institutions

Publication Details

Journal
European Journal of Organic Chemistry
Published
2026-04-17
DOI
https://doi.org/10.1002/ejoc.70410
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

Visible‐Light‐Promoted, (Photo)catalyst‐Free Synthesis of 3‐Sulfonyl‐Azaspiro[4.5]trienones via Arylazo Sulfones

Luc Neuville, Maurizio Fagnoni, Stefano Protti, Géraldine Masson et al.
European Journal of Organic Chemistry
Radical Photochemical Reactions
article

Visible‐Light‐Promoted, (Photo)catalyst‐Free Synthesis of 3‐Sulfonyl‐Azaspiro[4.5]trienones via Arylazo Sulfones

Luc Neuville, Maurizio Fagnoni, Stefano Protti, Géraldine Masson, Luca Nicchio, Giulia Pompilio
article en

Abstract

Here, 3‐sulfonyl‐azaspiro[4.5]trienones are now accessible via a versatile visible‐light‐driven dearomative strategy under metal‐ and (photo)catalyst‐free conditions, starting from differently substituted N ‐aryl propiolamides and arylazo sulfones. The protocol employs ethyl acetate as a benign solvent and tert‐butyl hydroperoxide as the oxidant. The reaction proceeds through direct photoexcitation of the arylazo sulfone, which acts simultaneously as a light absorber and a sulfonyl‐radical source, enabling ipso‐spirocyclization of aromatic amides. This transformation combines a broad substrate scope with mild conditions and operational simplicity, providing a valuable synthetic entry to sulfur‐containing spiroheterocycles of pharmacological interest.

European Journal of Organic Chemistry
Centre National de la Recherche Scientifique (FR), Institut de Chimie des Substances Naturelles (FR), University of Pavia (IT), Joint Research Center (ES)
Openalex Percentile: Top 15%
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.

Visible‐Light‐Promoted, (Photo)catalyst‐Free Synthesis of 3‐Sulfonyl‐Azaspiro[4.5]trienones via Arylazo Sulfones — Luc Neuville, Maurizio Fagnoni, et al. · European Journal of Organic Chemistry (2026) | TGRS Research Map | TGRS