Rh(<scp>iii</scp>)-catalyzed annulation of oxadiazolones with CF<sub>3</sub>-imidoyl sulfoxonium ylides: access to trifluoromethyl-substituted fused-dihydroisoquinolines

A rhodium(III)-catalyzed redox-neutral C(sp<sup>2</sup>)-H bond activation and annulation of oxadiazolones and CF<sub>3</sub>-substituted imidoyl sulfoxonium ylides (TFISYs) has been developed. A cascade C(sp<sup>2</sup>)-H bond imidoylmethylation and subsequent intramolecular nucleophilic addition sequence might be involved in the transformation, providing direct access to diverse trifluoromethyl and amino-containing fused-dihydroisoquinolines.

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Publication Details

Journal
Organic & Biomolecular Chemistry
Published
2025-01-01
DOI
https://doi.org/10.1039/d5ob00732a
Citations
6
Primary Topic
Cyclopropane Reaction Mechanisms
Type
article
Field-Weighted Citation Impact
5.62
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article

Rh(iii)-catalyzed annulation of oxadiazolones with CF3-imidoyl sulfoxonium ylides: access to trifluoromethyl-substituted fused-dihydroisoquinolines

Zhengkai Chen, Qihua Chen, Sihao Ling
6 citations
Organic & Biomolecular Chemistry
Cyclopropane Reaction Mechanisms
5.62
article

Rh(iii)-catalyzed annulation of oxadiazolones with CF3-imidoyl sulfoxonium ylides: access to trifluoromethyl-substituted fused-dihydroisoquinolines

Zhengkai Chen, Qihua Chen, Sihao Ling
article en
6 citations

Abstract

A rhodium(III)-catalyzed redox-neutral C(sp<sup>2</sup>)-H bond activation and annulation of oxadiazolones and CF<sub>3</sub>-substituted imidoyl sulfoxonium ylides (TFISYs) has been developed. A cascade C(sp<sup>2</sup>)-H bond imidoylmethylation and subsequent intramolecular nucleophilic addition sequence might be involved in the transformation, providing direct access to diverse trifluoromethyl and amino-containing fused-dihydroisoquinolines.

Organic & Biomolecular ChemistryVol. 23(26)
Zhejiang Sci-Tech University (CN)
Clean water and sanitation
Openalex Percentile: Top 4%
Cyclopropane Reaction Mechanisms
5.62
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