Molybdooxaziridine–Molybdodioxirane Tandem Catalysis: Synthesis of α-Nitrosulfones from Styrenes
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.
Fields of Study & Subjects
Sulfur-Based Synthesis Techniques
Catalytic Cross-Coupling Reactions
Nanomaterials for catalytic reactions
Publication details
- Journal / source
- The Journal of Organic Chemistry
- Publisher
- American Chemical Society (ACS)
- Volume
- 91
- Issue
- 17
- Pages
- 5969–5975
- Publication date
- 21 April 2026
- Language
- EN