Rhodium‐Catalyzed Cascade Carbene Coupling Reactions of α,α‐Difluoro‐<i>N</i>‐Tosylhydrazones, Arylboronates and Alcohols for the Synthesis of Alkyl Enol Ethers

Abstract Transition metal‐catalyzed cascade carbene coupling reactions are highly valued strategies for the assembly of complex molecules. Among various carbene precursors, α,α‐difluoro‐ N ‐tosylhydrazones have emerged as promising candidates in such reactions. In this study, we report a rhodium‐catalyzed three‐component carbene coupling reaction involving α,α‐difluoro‐ N ‐tosylhydrazones, arylboronates and alcohols. This approach provides a complementary method for the efficient synthesis of alkyl enol ethers, showcasing a broad substrate scope and favorable yields. Additionally, the subsequent transformations of the resulting products demonstrate the synthetic utility and versatility of this protocol.

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Publication Details

Journal
European Journal of Organic Chemistry
Published
2025-03-11
DOI
https://doi.org/10.1002/ejoc.202401445
Citations
1
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
0.79
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article

Rhodium‐Catalyzed Cascade Carbene Coupling Reactions of α,α‐Difluoro‐N‐Tosylhydrazones, Arylboronates and Alcohols for the Synthesis of Alkyl Enol Ethers

Pifeng Wei, Bingxue Wang, Fangdong Hu, Xu Wang et al.
1 citations
European Journal of Organic Chemistry
Fluorine in Organic Chemistry
0.79
article

Rhodium‐Catalyzed Cascade Carbene Coupling Reactions of α,α‐Difluoro‐N‐Tosylhydrazones, Arylboronates and Alcohols for the Synthesis of Alkyl Enol Ethers

Pifeng Wei, Bingxue Wang, Fangdong Hu, Xu Wang, Ran Li, Yueting Zhao, Kefu Gao
article en
1 citations

Abstract

Abstract Transition metal‐catalyzed cascade carbene coupling reactions are highly valued strategies for the assembly of complex molecules. Among various carbene precursors, α,α‐difluoro‐ N ‐tosylhydrazones have emerged as promising candidates in such reactions. In this study, we report a rhodium‐catalyzed three‐component carbene coupling reaction involving α,α‐difluoro‐ N ‐tosylhydrazones, arylboronates and alcohols. This approach provides a complementary method for the efficient synthesis of alkyl enol ethers, showcasing a broad substrate scope and favorable yields. Additionally, the subsequent transformations of the resulting products demonstrate the synthetic utility and versatility of this protocol.

European Journal of Organic ChemistryVol. 28(15)
Linyi University (CN)
Openalex Percentile: Top 30%
Fluorine in Organic Chemistry
0.79
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