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Organic Letters· 2026Q1

Iron-Catalyzed Defluorinative Alkylation for Accessing Cyclic Acetal– gem -Difluoroalkenes

Xiao-Tong Wang, Pui Ying Choy, Chi Wai Cheung, Fuk Yee Kwong

Short summary

An Fe-catalyzed reaction couples trifluoromethyl alkenes with alkyl iodides to form cyclic acetal-gem-difluoroalkenes, useful in medicinal chemistry.

AI-generated from the title and abstract; the full text is not read.

Key points

  • Developed an Fe-catalyzed reductive defluorinative cross-coupling reaction.
  • Successfully synthesized cyclic acetal-gem-difluoroalkenes from trifluoromethyl alkenes and alkyl iodides.
  • The protocol yields five- or seven-membered cyclic acetal-embodied fluorinated scaffolds.
  • Enables rapid assembly of structurally diverse, pharmaceutically relevant scaffolds.

AI-generated from the title and abstract; the full text is not read.

Abstract

Abstract Cyclic acetals and gem-difluoroalkenes are proven structural motifs in medicinal chemistry, yet their modular incorporation into a densely functionalized hybrid architecture remains an uncharted frontier. Herein, we disclose an Fe-catalyzed reductive defluorinative cross-coupling between trifluoromethyl alkenes and 1,3-dioxolanyl- or 1,3-dioxepanyl-substituted alkyl iodides, enabling the rapid assembly of five- or seven-membered cyclic acetal-embodied fluorinated scaffolds, respectively. This protocol enriches defluorinative coupling versatility and offers streamlined access to structurally diverse pharmaceutically relevant scaffolds.

The authors' abstract, as published at the source. Organic Letters, 2026 · DOI ↗

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Field: Pharmaceutical Science

Pharmaceutical SciencePharmacology, Toxicology and Pharmaceutics