429685-52-9Relevant academic research and scientific papers
Acyl transfer of 8-acetoxy-2-oxazolinylquinoline assisted by hydrogen bonding formation
Hortala, Laurent,Moberg, Christina,Levacher, Vincent,Bourguignon, Jean,Dupas, Georges
, p. 1027 - 1029 (2007/10/03)
A significant acceleration of acyl transfer has been achieved on 8-acetoxy-2-oxazolinylquinoline in the presence of benzylamine. Comparison of the aminolysis by the new acylating reagent with that of 8-acetoxyquinoline and 8-acetoxyquinoline-2-carbonitrile has been carried out. The results of these experiments suggest that the proximity of a supplementary basic atom to the ester group increases the participation effect of the basic site mainly by formation of a possible second hydrogen bond. The association constant of benzylamine into the basic cavity of 8-methoxy-2-oxazolinylquinoline (Ka=80 M-1) has been measured by 1H NMR titration experiments.
