Tetrahedron Letters

A novel method for the mild and selective amidation of diesters and the amidation of monoesters

Z Guo, ED Dowdy, WS Li, R Polniaszek, E Delaney

Index: Guo, Zhenrong; Dowdy, Eric D.; Li, Wen-Sen; Polniaszek, Richard; Delaney, Edward Tetrahedron Letters, 2001 , vol. 42, # 10 p. 1843 - 1845

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Citation Number: 39

Abstract

The selective monoamidation of diesters and amidation of esters mediated by Lewis acids are described. The selective amidations of dimethyl pyridine-2, 5-dicarboxylate (1) and dimethyl 2, 3-indole-dicarboxylate (4) with primary and secondary amines mediated by MgCl2 or MgBr2 under mild conditions gave the corresponding ester-amides in high yield.