Molybdooxaziridine–Molybdodioxirane Tandem Catalysis: Synthesis of α-Nitrosulfones from Styrenes
Year: 2026
Type: article
Abstract: High Resolution Image Download MS PowerPoint Slide α-Nitrosulfones are valuable molecular scaffolds. This effort reports the MoO 2 Dipic promoted α-nitrosulfonation of styrenes using N -Ts-hydroxylamine and H 2 O 2 . This process starts with the formation of metallooxaziridine 1a that promotes the formation of oxime sulfone 5, which then undergoes molybdodioxirane-promoted oxidation to α-nitrosulfone 3 . The reaction works with high yields and stereoselectivites for styrenes with a wide variety of substitution patterns. An atom transfer–radical addition mechanism involving the formation of a Ts radical, difunctionalization, nitroso-oxime isomerization, and final oxidation has been proposed. Initial kinetic and mechanistic data indicates a tandem catalytic process and provides evidence for the proposed mechanism.
Source: The Journal of Organic Chemistry
Authors: Jenna M. Doran, Alyssa N. Singer, Steven J. Finneran, Gustavo Moura-Letts
Institution: Rowan University
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: hybrid
Estimated APC paid: $4,500
Awards: G2916771863, G5662300119, G5986892838, CAREER: Metallooxaziridines for the Synthesis of Nitrogen-Containing Three-Membered Heterocycles, G6671297155, MRI: Acquisition of a 400 MHz Nuclear Magnetic Resonance Spectrometer for the Transformative Advancement of Undergraduate Research, G787527072, G820650028
OpenAlex ID: W7155067091