Utilize este identificador para referenciar este registo:
https://hdl.handle.net/1822/2182
Título: | Reductive cleavage of N-substituted aromatic amides as tert-butyl acylcarbamates |
Autor(es): | Ragnarsson, Ulf Grehn, Leif Maia, Hernâni L. S. Monteiro, Luís S. |
Data: | 2002 |
Editora: | Royal Society of Chemistry |
Revista: | Journal of the Chemical Society, Perkin Transactions 1 |
Citação: | “Journal of the chemical society. Perkin transactions”. 1 (2002) 97-101. |
Resumo(s): | Synthetic and spectroscopic details related to a set of heteroaromatic N-benzyl carboxamides and especially the corresponding tert-butyl acylcarbamates are reported. These compounds were required to study the postulated effect of various heterocycles (pyridine and pyrazine with and without condensed benzene rings) on the cleavage of acyl-N bonds by reduction. All compounds were initially characterized by cyclic voltammetry which indicated various degrees of facilitated reduction, reflecting a direct influence of the heterocyclic component. Selected acylcarbamates were studied with respect to acyl-N bond cleavage by mild reducing agents and selectively deacylated by activated aluminium and sodium borohydride. Conversion to acylcarbamates followed by reduction might therefore be a mild, efficient two-step procedure to effect cleavage of amides, allowing isolation of carbamates and with sodium borohydride also the corresponding alcohols. |
Tipo: | Artigo |
URI: | https://hdl.handle.net/1822/2182 |
DOI: | 10.1039/b107330n |
ISSN: | 1472-7781 |
Arbitragem científica: | yes |
Acesso: | Acesso aberto |
Aparece nas coleções: | CDQuim - Artigos (Papers) |
Ficheiros deste registo:
Ficheiro | Descrição | Tamanho | Formato | |
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2002-J. Chem. Soc. Perkin 1.pdf | 106,77 kB | Adobe PDF | Ver/Abrir |