Copper-Catalyzed Stereoselective Synthesis of Fluorinated 1,3-Dienes via Sequential Iodine–Fluorine Elimination

We report a copper-catalyzed stereoselective synthesis of fluorinated 1,3-dienes from unactivated alkenes via base-promoted sequential iodine-fluorine elimination. This protocol leverages commercially available polyfluoroalkyl iodides and β,γ-unsaturated amides to deliver structurally diverse fluoro-dienes with excellent selectivity and broad functional group tolerance, including complex natural product derivatives. This method provides efficient access to previously challenging fluorinated conjugated systems, offering a versatile platform for fluorine-containing molecular design in pharmaceuticals and materials.

Authors

Institutions

Publication Details

Journal
Organic Letters
Published
2025-12-14
DOI
https://doi.org/10.1021/acs.orglett.5c04718
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

Copper-Catalyzed Stereoselective Synthesis of Fluorinated 1,3-Dienes via Sequential Iodine–Fluorine Elimination

Xiaojun Zeng, Lili Zhao, Cong Li, Chenyang Liu et al.
Organic Letters
Fluorine in Organic Chemistry
article

Copper-Catalyzed Stereoselective Synthesis of Fluorinated 1,3-Dienes via Sequential Iodine–Fluorine Elimination

Xiaojun Zeng, Lili Zhao, Cong Li, Chenyang Liu, Jinghong Zhang, Jiaming Li
article en

Abstract

We report a copper-catalyzed stereoselective synthesis of fluorinated 1,3-dienes from unactivated alkenes via base-promoted sequential iodine-fluorine elimination. This protocol leverages commercially available polyfluoroalkyl iodides and β,γ-unsaturated amides to deliver structurally diverse fluoro-dienes with excellent selectivity and broad functional group tolerance, including complex natural product derivatives. This method provides efficient access to previously challenging fluorinated conjugated systems, offering a versatile platform for fluorine-containing molecular design in pharmaceuticals and materials.

Organic LettersVol. 27(51)
Nanchang 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.