Oxadiazole 衍生物在雜環分子的合成應用

Abstract

本文以研究 3-substituted-5-(trifluoromethyl)-1,2,4-oxadiazole 作為 1,3-dipole 分子 與 1,3-dipolarophile 分子 3-dimethylaminopropenones 於金屬鹽的催化下進行 [3+2] 環化反應，並應用於合成 4-acyl-2-substituted imidazole。5-(trifluoromethyl)-1,2,4-oxadiazole 是利用amidoxime 與 TFAA在Et3N 作為鹼的條件下進行取代反應合成。研究結果顯示，5-(trifluoromethyl)-1,2,4-oxadiazole 與 3-dimethylaminopropenones 可成功合成不同苯環推拉電子基團取代的 4-acyl-2-arylimidazole 衍生物。

In this thesis. We study application used 3-substituted-5-(trifluoromethyl)-1,2,4-oxadiazole as an 1,3-dipole molecule and 1,3-dipolarophile, 3-dimethylaminopropenone, under the catalysis of Iron salts as Lewis acid in [3+2] cycloaddition. 3-substituted-5-(trifluoromethyl)-1,2,4-oxadiazole is synthesized by substitution re-action of amidoxime and TFAA with Et3N as base. The research results show that The reaction of 3-substituted-5-(trifluoromethyl)-1,2,4-oxadiazoles with 1-aryl-3-dimethylaminopropenones under the optimized condition affored a series of 2-substituted-4-acylimidazoles in the medium to high yields with good functional group compabilities.