Photoinduced\nCross-Coupling of Trifluoromethylarenes\nwith Heteroarenes via Unactivated C(sp<sup>3</sup>)–F and C(sp<sup>2</sup>)–H Selective Cleavage

The installation of <i>gem</i>-difluoromethylene\ngroups\ninto two adjacent aryl groups is a formidable synthetic challenge\ndespite their attractive structural, physical, and biochemical properties.\nHerein, we disclose a photoredox-catalyzed selective defluoroarylation\nof heteroarenes through inert C(sp<sup>3</sup>)–F and C(sp<sup>2</sup>)–H selective cleavage, which provides a straightforward\nroute to access medicinally relevant aryl–heteroaryl or heteroaryl–heteroaryl\ndifluoromethane scaffolds. Salient features of this reaction include\nreadily accessible starting materials, metal-free conditions, and\nbroad substrate scope.

Publication Details

Journal
Figshare
Published
2024-12-18
DOI
https://doi.org/10.1021/acs.orglett.4c04420.s001
Primary Topic
Mycorrhizal Fungi and Plant Interactions
Type
article
Field-Weighted Citation Impact
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article

Photoinduced\nCross-Coupling of Trifluoromethylarenes\nwith Heteroarenes via Unactivated C(sp3)–F and C(sp2)–H Selective Cleavage

Figshare
Mycorrhizal Fungi and Plant Interactions
article

Photoinduced\nCross-Coupling of Trifluoromethylarenes\nwith Heteroarenes via Unactivated C(sp3)–F and C(sp2)–H Selective Cleavage

article en

Abstract

The installation of <i>gem</i>-difluoromethylene\ngroups\ninto two adjacent aryl groups is a formidable synthetic challenge\ndespite their attractive structural, physical, and biochemical properties.\nHerein, we disclose a photoredox-catalyzed selective defluoroarylation\nof heteroarenes through inert C(sp<sup>3</sup>)–F and C(sp<sup>2</sup>)–H selective cleavage, which provides a straightforward\nroute to access medicinally relevant aryl–heteroaryl or heteroaryl–heteroaryl\ndifluoromethane scaffolds. Salient features of this reaction include\nreadily accessible starting materials, metal-free conditions, and\nbroad substrate scope.

Figshare
Openalex Percentile: Top 61%
Mycorrhizal Fungi and Plant Interactions
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