Intramolecular Cyclopropanation of Alkene-Tethered CF<sub>3</sub>-Imidoyl Sulfoxonium Ylides: Synthesis of Cyclopropane-Fused Quinolines

A metal-free intramolecular cyclopropanation of CF<sub>3</sub>-imidoyl sulfoxonium ylides with styrenes was developed, affording cyclopropane-fused quinolines. This strategy provides efficient access to diverse trifluoromethyl-substituted dihydro-1<i>H</i>-cyclopropa[<i>c</i>]quinolines under mild, transition-metal-free conditions. Notably, the sulfoxonium ylide generation and subsequent cyclopropanation could proceed in a one-pot fashion, affording the products in good yields.

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Publication Details

Journal
Organic Letters
Published
2025-05-22
DOI
https://doi.org/10.1021/acs.orglett.5c01563
Citations
4
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
3.16
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article

Intramolecular Cyclopropanation of Alkene-Tethered CF3-Imidoyl Sulfoxonium Ylides: Synthesis of Cyclopropane-Fused Quinolines

Baoyi Liu, W. LUO, Yi Liu, Jin‐Bao Peng et al.
4 citations
Organic Letters
Fluorine in Organic Chemistry
3.16
article

Intramolecular Cyclopropanation of Alkene-Tethered CF3-Imidoyl Sulfoxonium Ylides: Synthesis of Cyclopropane-Fused Quinolines

Baoyi Liu, W. LUO, Yi Liu, Jin‐Bao Peng, Xue-Tao Xu, Jun Ying, Ying Tang
article en
4 citations

Abstract

A metal-free intramolecular cyclopropanation of CF<sub>3</sub>-imidoyl sulfoxonium ylides with styrenes was developed, affording cyclopropane-fused quinolines. This strategy provides efficient access to diverse trifluoromethyl-substituted dihydro-1<i>H</i>-cyclopropa[<i>c</i>]quinolines under mild, transition-metal-free conditions. Notably, the sulfoxonium ylide generation and subsequent cyclopropanation could proceed in a one-pot fashion, affording the products in good yields.

Organic LettersVol. 27(22)
Zhejiang Sci-Tech University (CN)
Openalex Percentile: Top 9%
Fluorine in Organic Chemistry
3.16
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