Work

Palladium-catalyzed transfer nitration using β-nitrostyrenes as organic nitro reagents

Year: 2026

Type: article

Abstract: A palladium-catalyzed transfer nitration of haloarenes using β-nitrostyrene as an organic nitro reagent was developed. This protocol enables efficient and regioselective nitration of aryl bromides and chlorides under operationally simple conditions. The optimized catalytic system, consisting of Pd(cod)Cl2, tBuBrettPhos, and K3PO4 in DME, afforded a broad range of nitroarenes in high yields and exhibited excellent functional-group tolerance. Mechanistic investigations revealed that β-nitrostyrene releases nitrous acid under basic conditions, generating nitrite species in situ, which participate in the Pd-catalyzed coupling process.

Source: Chemistry Letters

DOI: 10.1093/chemle/upag023

Authors: Masayuki Kubo, Junichiro Yamaguchi

Institution: Waseda University

Language: English

Topic: Catalytic Cross-Coupling Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $1,003

Funder: Japan Society for the Promotion of Science