(3+2) Annulation of Donor–Acceptor Cyclopropanes with Difluoroenoxysilanes: Syntheses of <i>gem</i>-Difluorocyclopentenes via α,α-Difluoroketone Scaffolds

Herein, we present an acid- and base-mediated approach for ring opening of donor-acceptor cyclopropanes (DACs) followed by (3+2) annulation, yielding biologically relevant <i>gem</i>-difluorinated cyclopentenes via α,α-difluoroketone scaffolds. Fluorinated rings are essential building blocks in drug discovery and materials research. This methodology has a broad substrate scope, is scalable, and provides a practical synthetic route to obtain value-added fluorinated compounds.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-03-27
DOI
https://doi.org/10.1021/acs.joc.4c03181
Citations
2
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
1.58

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article

(3+2) Annulation of Donor–Acceptor Cyclopropanes with Difluoroenoxysilanes: Syntheses of gem-Difluorocyclopentenes via α,α-Difluoroketone Scaffolds

Prabal Banerjee, Neeraj Yadav
2 citations
The Journal of Organic Chemistry
Fluorine in Organic Chemistry
1.58
article

(3+2) Annulation of Donor–Acceptor Cyclopropanes with Difluoroenoxysilanes: Syntheses of gem-Difluorocyclopentenes via α,α-Difluoroketone Scaffolds

Prabal Banerjee, Neeraj Yadav
article en
2 citations

Abstract

Herein, we present an acid- and base-mediated approach for ring opening of donor-acceptor cyclopropanes (DACs) followed by (3+2) annulation, yielding biologically relevant <i>gem</i>-difluorinated cyclopentenes via α,α-difluoroketone scaffolds. Fluorinated rings are essential building blocks in drug discovery and materials research. This methodology has a broad substrate scope, is scalable, and provides a practical synthetic route to obtain value-added fluorinated compounds.

The Journal of Organic ChemistryVol. 90(13)
Indian Institute of Technology Ropar (IN)
University Grants Commission, Science and Engineering Research Board
Clean water and sanitation
Openalex Percentile: Top 18%
Fluorine in Organic Chemistry
1.58
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