摘要
以2-苯基-1,2,3-三唑甲酸为原料,通过三步反应得到关键中间体4-乙酰基-2-苯基-1,2,3-三唑(1),再与芳醛经羟醛缩合制得相应查尔酮2a~2e,最后与(芳基肼基)氯次甲基碳酸乙酯(3a,3b)在三乙胺作用下,经[3+2]1,3-偶极环加成反应,生成10种未见报道的新化合物4a~4j,其结构经IR,1HNMR和MS及元素分析确证.利用单晶X射线衍射法测定了化合物4i的晶体结构.
4-Acetyl-2-phenyl-1,2,3-triazole(1) was synthesized from 2-phenyl-1,2,3-triazolocarboxylic acid and used as stating material for preparation of substituted chalcones 2a~2e.These chalcones were converted into corresponding 4,5-dihydropyrazole derivatives 4a~4j through [3+2] 1,3-dipolar cycloaddition with nitrileimines,generated in situ from hydrazonyl halides(3a,3b) in the presence of Et3N.The structures of these compounds were characterized by IR,1H NMR,mass spectra,and elemental analysis.The structure of 4i was comfirmed by X-ray diffraction analysis.
出处
《有机化学》
SCIE
CAS
CSCD
北大核心
2010年第10期1502-1507,共6页
Chinese Journal of Organic Chemistry
基金
国家自然科学基金(Nos.29702007
20162004)资助项目
关键词
合成
查尔酮
1
2
3-三唑
4
5-二氢吡唑
晶体结构
synthesis
chalcone
1
2
3-triazole
4
5-dihydropyrazole
crystallographic structure