“点击”化学合成1-苄基-4-三氟甲基-5-苯甲醇基-1,2,3-三氮唑

Synthesis of 1-benzyl-4-trifluoromethyl-5-phenylmethanol-1,2,3-triazole

溴化苄和叠氮化钠为原料,通过叠氮化反应制得叠氮苄,反应收率达73.6%。2,3-二溴-1,1,1-三氟丙烷为原料,通过烯化、炔基化制得1-苯基-4,4,4-三氟-2-丁炔-1-醇,反应收率达75.5%。1-苯基-4,4,4-三氟-2-丁炔-1-醇和叠氮苄,在[Cp*RuCl2]n催化下通过1,3-偶极环加成反应首次合成了标题化合物,反应收率达到89.2%。产物结构经IR、1HNMR、19FNMR、13CNMR、ESI-MS和元素分析确证。

Benzylazide was synthesized via the reaction of benzyl bromide with sodium azide with yield of 73.6%.1-Phenyl-4,4,4-trifluoro-2-butyn-1-ol was synthesized via olefination and ethynylation with 2,3-dibromo-1,1,1-trifluoropropane as raw material with yield of 75.5%.1-Benzyl-4-trifluoromethyl-5-phenylmethanol-1,2,3-triazole was prepared through 1,3-dipolar cycloaddition reaction with 1-phenyl-4,4,4-trifluoro-2-butyn-1-ol and benzylazide with yield of 89.2%.The structure of the target compound was confirmed by IR,1HNMR,19FNMR,13CNMR,ESI-MS and element analyses.