Divergent Synthesis of Highly Functional 3-Trifluoromethylated Dihydropyrroles and Pyrroles via 6π-Photocyclization

Presented herein is a solvent-directed selective synthesis of 3-trifluoromethylated dihydropyrroles and pyrroles based on the anaerobic or aerobic reaction of trifluoromethyl-substituted dienamines via 6π-photocyclization. The work provides a robust protocol for the effective functionalization of dienamine derivatives, leading to the concise and selective assembly of pyrrole-related scaffolds bearing a pharmaceutically privileged CF<sub>3</sub> unit. This novel strategy features a photocatalyst-free process, divergent synthesis, formal hydroalkenylation, excellent regioselectivity, wide functional group tolerance, and operational convenience.

Authors

Institutions

Publication Details

Journal
Organic Letters
Published
2025-12-13
DOI
https://doi.org/10.1021/acs.orglett.5c04662
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
0.00
Controls
|||
ALL TIME
JAN
FEB
MAR
APR
MAY
JUN
JUL
AUG
SEP
OCT
article

Divergent Synthesis of Highly Functional 3-Trifluoromethylated Dihydropyrroles and Pyrroles via 6π-Photocyclization

Zhengwang Chen, Wei Guo, Haiqing Luo, Daohong Yu et al.
Organic Letters
Fluorine in Organic Chemistry
article

Divergent Synthesis of Highly Functional 3-Trifluoromethylated Dihydropyrroles and Pyrroles via 6π-Photocyclization

Zhengwang Chen, Wei Guo, Haiqing Luo, Daohong Yu, M. Li, Wenjun Luo, Jinbin Zhu, Yuping Zhu, Lipeng Long
article en

Abstract

Presented herein is a solvent-directed selective synthesis of 3-trifluoromethylated dihydropyrroles and pyrroles based on the anaerobic or aerobic reaction of trifluoromethyl-substituted dienamines via 6π-photocyclization. The work provides a robust protocol for the effective functionalization of dienamine derivatives, leading to the concise and selective assembly of pyrrole-related scaffolds bearing a pharmaceutically privileged CF<sub>3</sub> unit. This novel strategy features a photocatalyst-free process, divergent synthesis, formal hydroalkenylation, excellent regioselectivity, wide functional group tolerance, and operational convenience.

Organic LettersVol. 27(51)
Jiangnan University (CN), Gannan Normal University (CN)
Openalex Percentile: Top 67%
Fluorine in Organic Chemistry
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.