Palladium-Catalyzed Ring-Opening Defluoroarylation of <i>gem</i> -Difluorinated Spiro[2.2]pentanes with Arylboronic Acids

A palladium-catalyzed ring-opening defluoroarylation of gem -difluorinated spiro[2.2]pentanes with arylboronic acids has been developed. A diverse range of multisubstituted 2-fluoro-1,3-dienes was efficiently prepared in moderate to excellent yields. The resulting conjugated diene products serve as versatile synthetic precursors, facilitating downstream derivatization through Diels–Alder reactions, cross-coupling reactions, and oxidation/reduction transformations. A variety of highly useful structural motifs were constructed, thereby expanding the utility of gem -difluorinated spiro[2.2]pentanes as versatile building blocks in organic synthesis.

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Publication Details

Journal
Organic Letters
Published
2026-06-28
DOI
https://doi.org/10.1021/acs.orglett.6c02114
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
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article

Palladium-Catalyzed Ring-Opening Defluoroarylation of gem -Difluorinated Spiro[2.2]pentanes with Arylboronic Acids

W. LUO, Huang Zhuo-yao, Jin‐Bao Peng, Zhiyuan Tan et al.
Organic Letters
Fluorine in Organic Chemistry
article

Palladium-Catalyzed Ring-Opening Defluoroarylation of gem -Difluorinated Spiro[2.2]pentanes with Arylboronic Acids

W. LUO, Huang Zhuo-yao, Jin‐Bao Peng, Zhiyuan Tan, Bao-Yi Liu, Chen Li
article en

Abstract

A palladium-catalyzed ring-opening defluoroarylation of gem -difluorinated spiro[2.2]pentanes with arylboronic acids has been developed. A diverse range of multisubstituted 2-fluoro-1,3-dienes was efficiently prepared in moderate to excellent yields. The resulting conjugated diene products serve as versatile synthetic precursors, facilitating downstream derivatization through Diels–Alder reactions, cross-coupling reactions, and oxidation/reduction transformations. A variety of highly useful structural motifs were constructed, thereby expanding the utility of gem -difluorinated spiro[2.2]pentanes as versatile building blocks in organic synthesis.

Organic Letters
South China Agricultural University (CN)
Openalex Percentile: Top 8%
Fluorine in Organic Chemistry
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