N-Bromosuccinimide promoted and base switchable one pot synthesis of α-imido and α-amino ketones from styrenes
An N-Bromosuccinimide (NBS) promoted one pot strategy for the synthesis of α-amino functionalized aryl ketones starting from commercially available styrenes has been developed. NBS participates in multiple tasks, such as bromonium ion formation, oxidation of bromohydrin and providing a nucleophilic...
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| Veröffentlicht in: | Organic & biomolecular chemistry 2016-01, Vol.14 (3), p.858-861 |
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| container_title | Organic & biomolecular chemistry |
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| creator | Shinde, Mahesh H Kshirsagar, Umesh A |
| description | An N-Bromosuccinimide (NBS) promoted one pot strategy for the synthesis of α-amino functionalized aryl ketones starting from commercially available styrenes has been developed. NBS participates in multiple tasks, such as bromonium ion formation, oxidation of bromohydrin and providing a nucleophilic nitrogen source. The reaction can easily be switched between α-imido and α-amino ketones by the choice of base. This one pot strategy was successfully applied for the synthesis of psychoactive drug candidates, amfepramone, mephedrone and 4-MEC. |
| doi_str_mv | 10.1039/c5ob02034d |
| format | Article |
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| identifier | ISSN: 1477-0520 |
| ispartof | Organic & biomolecular chemistry, 2016-01, Vol.14 (3), p.858-861 |
| issn | 1477-0520 1477-0539 |
| language | eng |
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| source | MEDLINE; Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | Amines - chemistry Bromosuccinimide - chemistry Imides - chemistry Ketones - chemical synthesis Ketones - chemistry Molecular Structure Styrenes - chemistry |
| title | N-Bromosuccinimide promoted and base switchable one pot synthesis of α-imido and α-amino ketones from styrenes |
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