Metal-free C–H amination of unactivated hydrocarbons with sulfonylimino-λ 3 -bromanes generated in situ from (diacetoxybromo)benzene
A simple method for direct metal-free C–H amination of unactivated hydrocarbons using easy-handling diacetoxy-λ 3 -bromane and triflylamide or sulfamate esters was developed. The high 2°/3° regioselectivities and deuterium isotope effects suggest a concerted organonitrenoid transition state, analogo...
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| Veröffentlicht in: | Organic & biomolecular chemistry 2015, Vol.13 (7), p.2129-2133 |
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| Hauptverfasser: | , , , |
| Format: | Artikel |
| Sprache: | eng |
| Online-Zugang: | Volltext |
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| Zusammenfassung: | A simple method for direct metal-free C–H amination of unactivated hydrocarbons using easy-handling diacetoxy-λ
3
-bromane and triflylamide or sulfamate esters was developed. The high 2°/3° regioselectivities and deuterium isotope effects suggest a concerted organonitrenoid transition state, analogous to C–H amination with
N
-triflylimino-λ
3
-bromane. |
|---|---|
| ISSN: | 1477-0520 1477-0539 |
| DOI: | 10.1039/C4OB02160F |