Dakin-West Trick in the Design of Novel 2-Alkyl(aralkyl) Derivatives of Oxazolo[3,2-a]pyridines

Molecules

Zeinul-Gabiden M. Kazhkenov¹  Alexander A. Bush¹ 

[1] id="af1-molecules-10-01109">Chemistry Department, Moscow State University, Moscow 119992, Russ

关键词: Oxazolo[3;    2-a]pyridinium salts;    mesoionic oxazolo[3;    2-a]pyridinium-2-olates;    munchnones;    recyclization;    hydrolytical cleavage of oxazolone;    Dakin-West reaction;   

DOI  :  10.3390/10091109

来源: mdpi

【 摘 要 】

A series of previously unavailable derivatives of 2-alkyl- and 2-benzylderivatives of oxazolo[3,2-a]pyridines III were obtained via tandem ring opening and ring closure from stable mesoionic 3-acyloxazolo[3,2-a]pyridinium-2-olates I. The key intermediates of this tandem transformation are N-(b-oxoethyl)pyridones-2 II obtained by Dakin-West acylation of (pyridone-2-yl-1)acetic acid. An example of further utilization of this strategy is illustrated by preparation of unknown 2-benzylimidazo[1,2-a]pyridine from the salt I and ammonia.

【 授权许可】

Unknown   
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