Defluorinative Approach for the Synthesis of Chromones via [4 + 2] Annulation of Difluoro Quinone Methide

We have developed a transition metal-free defluorinative method for 2-(trifluoromethyl)phenol, which facilitates the synthesis of chromones. This reaction features a previously unexplored [4 + 2] annulation of in situ-generated reactive difluoro quinone methide and 1,3-dicarbonyl compounds. Notably, this distinct mode of reactivity applies to a diverse array of substrates and operates under mild conditions, showcasing scalability.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-05-01
DOI
https://doi.org/10.1021/acs.joc.5c00206
Citations
1
Primary Topic
Synthesis of Organic Compounds
Type
article
Field-Weighted Citation Impact
1.39

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article

Defluorinative Approach for the Synthesis of Chromones via [4 + 2] Annulation of Difluoro Quinone Methide

Seema Dhiman, Veejendra K. Yadav, Rushikesh R. Kusmude
1 citations
The Journal of Organic Chemistry
Synthesis of Organic Compounds
1.39
article

Defluorinative Approach for the Synthesis of Chromones via [4 + 2] Annulation of Difluoro Quinone Methide

Seema Dhiman, Veejendra K. Yadav, Rushikesh R. Kusmude
article en
1 citations

Abstract

We have developed a transition metal-free defluorinative method for 2-(trifluoromethyl)phenol, which facilitates the synthesis of chromones. This reaction features a previously unexplored [4 + 2] annulation of in situ-generated reactive difluoro quinone methide and 1,3-dicarbonyl compounds. Notably, this distinct mode of reactivity applies to a diverse array of substrates and operates under mild conditions, showcasing scalability.

The Journal of Organic ChemistryVol. 90(19)
SRM University (IN)
SRM Institute of Science and Technology, Science and Engineering Research Board
Openalex Percentile: Top 21%
Synthesis of Organic Compounds
1.39
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