Synthesis, Inhaltsverzeichnis Synthesis 2016; 48(10): 1541-1549DOI: 10.1055/s-0035-1561402 paper © Georg Thieme Verlag Stuttgart · New York Iron-Catalyzed One-Pot N-Aroylation of NH-Sulfoximines with Methylarenes through Benzylic C–H Bond Oxidation Madithedu Muneeswara Department of Chemistry, Indian Institute of Technology Madras, Chennai, Tamil Nadu 600 036, India eMail: gsekar@iitm.ac.in , Surya Srinivas Kotha Department of Chemistry, Indian Institute of Technology Madras, Chennai, Tamil Nadu 600 036, India eMail: gsekar@iitm.ac.in , Govindasamy Sekar* Department of Chemistry, Indian Institute of Technology Madras, Chennai, Tamil Nadu 600 036, India eMail: gsekar@iitm.ac.in › Institutsangaben Artikel empfehlen Abstract Artikel einzeln kaufen Alle Artikel dieser Rubrik Abstract An efficient catalytic method has been developed for the synthesis of N-aroylated sulfoximines from readily available toluenes (methylarenes) as source of the aroyl coupling partner and NH-sulfoximines, employing an environmentally benign iron catalyst. This protocol involves oxidation of benzylic C–H bonds of toluenes to generate aroyl radical intermediates followed by oxidative coupling with NH-sulfoximines to form N-aroylated sulfoximines in good to excellent yields. The intermediate aroyl radical is successfully trapped with TEMPO to prove the radical pathway of the reaction. Key words Key wordsiron - oxidation - amides - cross-coupling - radical reaction Volltext Referenzen References 1a Park SJ, Baars H, Mersmann S, Buschmann H, Baron JM, Amann PM, Czaja K, Hollert H, Bluhm K, Redelstein R, Bolm C. ChemMedChem 2013; 8: 217 1b Lücking U. Angew. Chem. Int. Ed. 2013; 52: 9399 1c Park SJ, Buschmann H, Bolm C. Bioorg. Med. Chem. Lett. 2011; 21: 4888 1d Johnson CR. Acc. Chem. Res. 1973; 6: 341 1e Reggelin M, Zur C. Synthesis 2000; 1 1f Chen XY, Park SJ, Buschmann H, De Rosa M, Bolm C. Bioorg. Med. Chem. 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