Iron-Catalyzed Intermolecular Oxyamination of Terminal Alkenes Promoted by HFIP Using Hydroxylamine Derivatives

• Published in: Journal of organic chemistry Vol. 88; no. 7; pp. 4720 - 4729
• Main Authors: Kirby, Georgina, Prestat, Guillaume, Berhal, Farouk
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 07.04.2023; Amer Chemical Soc
• Subjects: Chemical Sciences; Chemistry; Chemistry, Organic; Physical Sciences; Science & Technology; OXYAMIDATION; DIFUNCTIONALIZATION; STYRENES; INTRAMOLECULAR AMINOHYDROXYLATION; SHARPLESS ASYMMETRIC AMINOHYDROXYLATION; AMINO; AMINOACETOXYLATION; OLEFINS; METAL-FREE; AMINOOXYGENATION; catalysis; Nitrene; Hydroxylamine; Iron; Oxyamination

An atom-economical intermolecular iron-catalyzed oxyamination of alkenes is described herein. The insertion of oxygenated and nitrogenated moieties from the hydroxylamine substrate was observed with full regio- and chemo-selectivity for terminal alkenes in good yields. HFIP as a solvent appeared to...