Starting from trifluoromethyl beta-dicarbonyl compounds, a rare loss of CF3CO was observed in the amination reactions performed under heterogeneous conditions using NsONHCO(2)Et as the aminating agent and CaO or NaH as the base, while corresponding nonfluorinated beta-dicarbonyl compounds under analogous conditions give non deacylated aminated compounds. This reaction can facilitate a direct synthesis of N-substituted alpha-amino esters or alpha-amino ketones. (C) 2007 Elsevier Ltd. All rights reserved.
A novel deacylation during the amination of trifluoromethyl beta-dicarbonyl compounds / Fioravanti, Stefania; Pellacani, Lucio; Ramadori, Federico; Tardella, Paolo Antonio. - In: TETRAHEDRON LETTERS. - ISSN 0040-4039. - 48:(2007), pp. 7821-7824. [10.1016/j.tetlet.2007.09.014]
A novel deacylation during the amination of trifluoromethyl beta-dicarbonyl compounds
FIORAVANTI, Stefania;PELLACANI, Lucio;RAMADORI, FEDERICO;TARDELLA, Paolo Antonio
2007
Abstract
Starting from trifluoromethyl beta-dicarbonyl compounds, a rare loss of CF3CO was observed in the amination reactions performed under heterogeneous conditions using NsONHCO(2)Et as the aminating agent and CaO or NaH as the base, while corresponding nonfluorinated beta-dicarbonyl compounds under analogous conditions give non deacylated aminated compounds. This reaction can facilitate a direct synthesis of N-substituted alpha-amino esters or alpha-amino ketones. (C) 2007 Elsevier Ltd. All rights reserved.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.