Mild and efficient one-pot synthesis of chiral beta-chalcogen amides via 2-oxazoline ring-opening reaction mediated by indium metal


Autoria(s): BRAGA, Antonio L.; GALETTO, Fabio Z.; TAUBE, Paulo S.; PAIXAO, Marcio W.; SILVEIRA, Claudio C.; SINGH, Devender; VARGAS, Fabricio
Contribuinte(s)

UNIVERSIDADE DE SÃO PAULO

Data(s)

20/10/2012

20/10/2012

2008

Resumo

A simple and efficient procedure for the synthesis of beta-seleno and beta-thio amides via the ring-opening reaction of chiral 2-oxazolines in the presence of indium metal has been developed. Features of this method include the following: (i) easily and accessible starting materials; (ii) indium metal is more stable and less expensive then its respective salts; (iii) useful to excellent yields of beta-chalcogen amides derivatives. (C) 2008 Elsevier B. V. All rights reserved.

Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)

CNPq

CAPES

Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)

FAPERGS

Fundação de Amparo à Pesquisa do Estado do Rio Grande do Sul (FAPERGS)

Identificador

JOURNAL OF ORGANOMETALLIC CHEMISTRY, v.693, n.24, p.3563-3566, 2008

0022-328X

http://producao.usp.br/handle/BDPI/31545

10.1016/j.jorganchem.2008.08.031

http://dx.doi.org/10.1016/j.jorganchem.2008.08.031

Idioma(s)

eng

Publicador

ELSEVIER SCIENCE SA

Relação

Journal of Organometallic Chemistry

Direitos

restrictedAccess

Copyright ELSEVIER SCIENCE SA

Palavras-Chave #beta-Chalcogen amides #2-Oxazolines #Ring-opening reaction #Indium metal #ASYMMETRIC ALLYLIC ALKYLATION #LIQUID-CRYSTAL COMPOUNDS #AQUEOUS-MEDIA #ORGANOSELENIUM COMPOUNDS #SELENOCYSTEINE DERIVATIVES #ENANTIOSELECTIVE ADDITION #DIORGANYL SELENIDES #RADICAL-ADDITION #DIETHYLZINC ADDITION #CONVENIENT SYNTHESIS #Chemistry, Inorganic & Nuclear #Chemistry, Organic
Tipo

article

original article

publishedVersion