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 2015-02, Vol.13 (7), p.2129 |
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| container_issue | 7 |
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| container_title | Organic & biomolecular chemistry |
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| creator | Miyamoto, Kazunori Ota, Taiga Hoque, Md Mahbubul Ochiai, Masahito |
| description | 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. |
| doi_str_mv | 10.1039/c4ob02160f |
| format | Article |
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| fulltext | fulltext |
| identifier | EISSN: 1477-0539 |
| ispartof | Organic & biomolecular chemistry, 2015-02, Vol.13 (7), p.2129 |
| issn | 1477-0539 |
| language | eng |
| recordid | cdi_pubmed_primary_25525964 |
| source | MEDLINE; Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | Amination Amines - chemical synthesis Amines - chemistry Bromobenzenes - chemistry Hydrocarbons - chemistry Imines - chemistry Molecular Structure Onium Compounds - chemistry Sulfones - chemistry |
| title | Metal-free C-H amination of unactivated hydrocarbons with sulfonylimino-λ(3)-bromanes generated in situ from (diacetoxybromo)benzene |
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