Regioselective Oxo-Amination of Alkenes and Enol Ethers with N-Bromosuccinimide-Dimethyl Sulfoxide Combination: A Facile Synthesis of α-Amino-Ketones and Esters.
Org Lett
; 18(3): 500-3, 2016 Feb 05.
Article
em En
| MEDLINE
| ID: mdl-26800214
ABSTRACT
An unprecedented conversion of alkenes and enol ethers to the corresponding α-imido carbonyl compounds with excellent regioselectivity and yields has been developed. This oxo-amination process employs readily available N-bromosuccinimide (NBS) and secondary amines as N-sources and dimethyl sulfoxide (DMSO) as the oxidant and also leads to the production of amino alcohols in a single step on reduction, thus broadening the scope of this operationally simple reaction. For the first time, the formation of reactive Me2S(+)-O-Br species generated by the interaction of NBS with DMSO has been proven.
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1
Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Bromosuccinimida
/
Alcenos
Idioma:
En
Ano de publicação:
2016
Tipo de documento:
Article