系列新型硫杂杯[4]芳烃氮杂衍生物的合成  

Syntheses of Novel Thiacalix[4]arene Aza Derivatives

作　　者：杨发福[1] 赵夏[1] 杨娥[1] 郭红玉[1] 黄翠玉[1] 

机构地区：[1]福建师范大学化学与材料学院,福州350007

出　　处：《有机化学》2007年第5期670-673,共4页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(No.20402002);福建省自然科学基金(Nos.E0220002;2006J0155)资助项目.

摘　　要：在对叔丁基硫杂杯[4]芳烃的下缘1,3位引入芳醛基,合成了硫杂杯[4]二醛基衍生物2.化合物2与苯胺、水杨酰肼、烟酰肼、异烟酰肼等通过席夫碱缩合反应得到新型硫杂杯[4]氮杂衍生物3a～3d,产率分别为83%,80%,77%和79%.化合物2与邻苯二胺、乙二酰肼、丙二酰肼、己二酰肼等通过“1+1”分子间缩合得到新型1,3-桥联硫杂杯[4]氮杂衍生物4a～4d,产率53%,51%,59%和66%.新化合物的结构经IR,1HNMR,MS和元素分析等证实.Thiacalix[4]arene bi-benzaldehyde derivative 2 was synthesized by introducing benzaldehyde groups on 1,3-position of p-tert-butylthiacalix[4]arene. Reacting compound 2 with aniline, salicylic hydrazide, nicotinic hydrazide or isonicotinic hydrazide gave series of novel thiacalix[4]arene aza derivatives 3a-3d by the Schiff-base condensation in the yields of 83%, 80%, 77% and 79%, respectively. Treatment compound 2 with o-phenylendiamine, oxalyl dihydrazide, malonic dihydrazide and adipic dihydrazide af- forded novel bridged thiacalix[4]arene aza derivatives 4a-4d by ＂1＋1＂ condensation in the yields of 53%, 51%, 59% and 66%. The structures of all new compounds were characterized by IR, ESI-MS, 1H NMR spectra and elemental analyses.

关 键 词：硫杂杯[4]芳烃 酰肼 席夫碱 合成 

分 类 号：O621.3[理学—有机化学]