Divergent Synthesisof Polysubstituted 1,2-Dihydropyridinesand Pyridines through Manganese-Mediated Radical Cascade Cyclizationof Tertiary Enamides

A Mn(III)-mediated radical cascade cyclization of <i>N</i>-propargyl enamides with sodium sulfinates was developed. Mechanistic studies indicated that this cascade process is mainly composed of the chemoselective addition of sulfonyl radical to CC bond and the regioselective intramolecular 6-<i>endo</i>-trig cyclization. This protocol provided a powerful method for the divergent synthesis of diverse polysubstituted <i>meta</i>-sulfonylpyridines or 1,2-dihydropyridines just by varying solvent and temperature featuring good functional group compatibility and simple operation.

Publication Details

Journal
Figshare
Published
2025-01-28
DOI
https://doi.org/10.1021/acs.joc.4c02910.s001
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
0.00
Controls
|||
ALL TIME
JAN
FEB
MAR
APR
MAY
JUN
JUL
AUG
SEP
OCT
article

Divergent Synthesisof Polysubstituted 1,2-Dihydropyridinesand Pyridines through Manganese-Mediated Radical Cascade Cyclizationof Tertiary Enamides

Figshare
Sulfur-Based Synthesis Techniques
article

Divergent Synthesisof Polysubstituted 1,2-Dihydropyridinesand Pyridines through Manganese-Mediated Radical Cascade Cyclizationof Tertiary Enamides

article en

Abstract

A Mn(III)-mediated radical cascade cyclization of <i>N</i>-propargyl enamides with sodium sulfinates was developed. Mechanistic studies indicated that this cascade process is mainly composed of the chemoselective addition of sulfonyl radical to CC bond and the regioselective intramolecular 6-<i>endo</i>-trig cyclization. This protocol provided a powerful method for the divergent synthesis of diverse polysubstituted <i>meta</i>-sulfonylpyridines or 1,2-dihydropyridines just by varying solvent and temperature featuring good functional group compatibility and simple operation.

Figshare
Clean water and sanitation
Openalex Percentile: Top 59%
Sulfur-Based Synthesis Techniques
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.

Divergent Synthesisof Polysubstituted 1,2-Dihydropyridinesand Pyridines through Manganese-Mediated Radical Cascade Cyclizationof Tertiary Enamides · Figshare (2025) | TGRS Research Map | TGRS