Facile Synthesis of 2-(2-Ethoxy-1,2-dioxoethyl)azoles
15 April 2011 (eFirst)
C-Acylation of N-substituted imidazoles with ethyl oxalyl chloride in the presence of N,N-diisopropylethylamine as a base afforded 2-(2-ethoxy-1,2-dioxoethyl)imidazoles in 83-95% yield. Application of this synthetic protocol to thiazoles and triazoles led to the corresponding 2-ethoxy-1,2-dioxoethyl derivatives in 40-51% yield.
azoles - acylations - glyoxylates - keto esters - heterocycles