1.
Org Lett
; 12(2): 324-7, 2010 Jan 15.
Artigo
em Inglês
| MEDLINE
| ID: mdl-20014771
RESUMO
1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) has been found to catalyze the amidation of acyl imidazoles. The rate acceleration is especially evident with traditionally unreactive, electron-deficient anilines. DBU is readily available and offers safety and cost advantages over more commonly employed catalysts such as 1-hydroxybenzotriazole.
Assuntos
Amidas/síntese química , Compostos Bicíclicos Heterocíclicos com Pontes/química , Imidazóis/química , Amidas/química , Catálise , Estrutura Molecular
2.
Org Lett
; 11(9): 2003-6, 2009 May 07.
Artigo
em Inglês
| MEDLINE
| ID: mdl-19341310
RESUMO
A mild, high-yielding, and practical protocol for the direct amidation of alkyl cyanoacetates using DBU is presented. This method eliminates the need for activation of cyanoacetic acid and/or high temperatures. It has been applied to the large-scale synthesis of CP-690,550-10 (1), a compound under development for the treatment of autoimmune diseases.