Iridium-Catalyzed ortho -Directed C–H Borylation of Nitroarenes
Year: 2026
Type: article
Abstract: ortho-Boryl nitroarenes have vast applications as building blocks in organic synthesis. Traditional methods of synthesizing these compounds require an ortho-halo nitroarene starting material and often stringent conditions. Directed ortho-borylation of nitroarenes presents an alternative, attractive strategy that could utilize simple nitroarenes as a feedstock. Herein, we report a cationic iridium pre-catalyst and triarylarsine ligands as competent catalyst systems that selectively borylate nitroarenes at the ortho position. This nitro-directed C-H borylation tolerates a wide range of substrates, providing access to diverse ortho-boryl nitroarenes in high yield that can either be isolated directly or reacted without purification to provide functionalized nitroarenes. Finally, we also demonstrate that ortho-boryl nitroarenes can serve as a platform for the synthesis of diverse aromatic products, including in the preparation of 1,2-difunctionalized arenes.
Source: ACS Catalysis
Institutions: University of Delaware, University of San Diego
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: green
Awards: G5349783761, G6202487059, High Performance Digital NMR Spectrometer, G7803764640, G7880675928, Molecular Design of Advanced Biomaterials, High Sensitivity NMR Spectrometer with Cryoprobe, Discovery of Chemical Probes and Therapeutic Leads, Phase 3, Center for Biomedical Research Excellence in Multiscale Biomolecular Sensing (MBS), Q-Exactive Orbitrap LC-MC/MS System
OpenAlex ID: W7203835060