A CONVENIENT SYNTHESIS OF 5-ETHOXY-4-(TRIFLUOROMETHYL)-2-OXAZOLECARBOXYLIC ACID AND RELATED TRIFLUOROMETHYL SUBSTITUTED HETEROCYCLIC-COMPOUNDS

被引:17
|
作者
SHI, GQ
XU, YY
XU, M
机构
[1] Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Academia Sinica, Shanghai, 200032
关键词
D O I
10.1016/S0022-1139(00)80131-1
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
5-Ethoxy-4-(trifluoromethy)-2-oxazolecarboxylic acid 4 has been obtained from the corresponding ethyl ester prepared by rhodium-catalysed reaction of ethyl 3,3,3-trifluoro-2-diazopropionate 1 with ethyl cyanoformate. Starting from this acid, a number of its ester and amide derivatives have been prepared in good yields. The acid 4 was found to decarboxylate readily on heating to give the simple CF3-substituted oxazole 5, which was further utilized as an aza-diene for the synthesis of 3-hydroxy -2-trifluoromethyl-4-pyridinecarboxylic acid from acrylic acid.
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页码:149 / 157
页数:9
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