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- Title
Copper-catalyzed asymmetric C(sp<sup>2</sup>)–H arylation for the synthesis of P- and axially chiral phosphorus compounds.
- Authors
Yan, Shao-Bai; Wang, Rui; Li, Zha-Gen; Li, An-Na; Wang, Chuanyong; Duan, Wei-Liang
- Abstract
Transition metal-catalyzed C–H bond functionalization is an important method in organic synthesis, but the development of methods that are lower cost and have a less environmental impact is desirable. Here, a Cu-catalyzed asymmetric C(sp2)–H arylation is reported. With diaryliodonium salts as arylating reagents, a range of ortho-arylated P-chiral phosphonic diamides were obtained in moderate to excellent yields with high enantioselectivities (up to 92% ee). Meanwhile, enantioselective C-3 arylation of diarylphosphine oxide indoles was also realized under similar conditions to construct axial chirality. Although transition metal-catalyzed C–H bond functionalization is a widely used method in organic synthesis, many methods rely on metals of low abundance. Here, the authors report a copper-catalyzed, asymmetric C–H arylation using diaryliodonium salts.
- Subjects
PHOSPHORUS compounds; ARYLATION; CHIRALITY element; ORGANIC synthesis; COPPER; INDOLE compounds
- Publication
Nature Communications, 2023, Vol 14, Issue 1, p1
- ISSN
2041-1723
- Publication type
Article
- DOI
10.1038/s41467-023-37987-8