摘要
以对叔丁基杯[n]芳烃1a～1b(n=6,8)为原料,经过三步反应,以较高产率合成了一系列含多个水杨醛亚胺端基的西佛碱衍生物5a～5f.对叔丁基杯[n]芳烃用溴乙酸乙酯进行烃基化反应,生成杯芳烃氧代乙酸乙酯2a～2b,后者与过量脂肪族二胺NH2(CH2)mNH2(m=2,4,6)反应,生成含有游离氨基的杯芳烃酰胺衍生物4a～4f,再与水杨醛在乙醇中反应生成目标产物席夫碱衍生物.
A series of polydentate p-tert-butylcalix[n]arene core salicylideneimine groups 5a∼ 5f were easily synthesized in good yields in three steps from the corresponding p-tert-butylcalixa[n]arenes 1a∼ 1b (n = 6, 8). They were firstly alkylated with ethyl bromoacetate to give the activated ethoxycarbonylmethoxy substituted derivatives 2a∼ 2b, which were treated with excess diamines NH2(CH2)(m)NH2 (m=2, 4, 6) to yield the corresponding amide derivatives with free terminal amine groups 4a∼ 4f, which in turn reacted with salicylaldehyde in alcohol to afford the Schiff base products.
出处
《有机化学》
SCIE
CAS
CSCD
北大核心
2005年第5期576-578,i004,共4页
Chinese Journal of Organic Chemistry
基金
江苏省教育厅科研基金(No.04KJB150156)资助项目
