A Photo- andElectrochemistry-Triggered Redox-NeutralCyclization Strategy to Access Cyclic <i>N</i>‑CF<sub>3</sub> Amides

While the construction of <i>N</i>-CF<sub>3</sub> amides has seen significant progress, the current synthetic repertoire is largely limited to noncyclic variants. Here, we report synthetic access to <i>N</i>-CF<sub>3</sub> isoindolinones. The developed redox-neutral cyclization leverages amino acid-derived <i>N</i>-CF<sub>3</sub> redox-active esters under photo- or electrochemical activation. Mechanistic studies reveal that <i>N</i>-CF<sub>3</sub> uniquely enables this disconnection through its distinct electronic impact, which enhances conformational flexibility and lowers the propensity for overoxidation.

Publication Details

Journal
Figshare
Published
2025-03-14
DOI
https://doi.org/10.1021/acs.orglett.5c00355.s001
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

A Photo- andElectrochemistry-Triggered Redox-NeutralCyclization Strategy to Access Cyclic N‑CF3 Amides

Figshare
Radical Photochemical Reactions
article

A Photo- andElectrochemistry-Triggered Redox-NeutralCyclization Strategy to Access Cyclic N‑CF3 Amides

article en

Abstract

While the construction of <i>N</i>-CF<sub>3</sub> amides has seen significant progress, the current synthetic repertoire is largely limited to noncyclic variants. Here, we report synthetic access to <i>N</i>-CF<sub>3</sub> isoindolinones. The developed redox-neutral cyclization leverages amino acid-derived <i>N</i>-CF<sub>3</sub> redox-active esters under photo- or electrochemical activation. Mechanistic studies reveal that <i>N</i>-CF<sub>3</sub> uniquely enables this disconnection through its distinct electronic impact, which enhances conformational flexibility and lowers the propensity for overoxidation.

Figshare
Openalex Percentile: Top 63%
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.

A Photo- andElectrochemistry-Triggered Redox-NeutralCyclization Strategy to Access Cyclic <i>N</i>‑CF<sub>3</sub> Amides · Figshare (2025) | TGRS Research Map | TGRS