摘要
在NiCl2 (PPh3 ) 2 /NaH/Zn/PPh3 作用下 ,以 2 溴 3 ,4 次甲二氧基 5 甲氧基 苯甲酸甲酯为原料进行Ullmann type偶合 ,在温和条件下以较高的收率得到中间体 4,4′ 二甲氧基 5 ,6,5′ ,6′ 二次甲二氧基联苯 2 ,2′ 二甲酸二甲酯 ,经进一步的水解、环化成酸酐、开环酯化等反应得到 4,4′ 二甲氧基 5 ,6,5′ ,6′ 二次甲二氧基联苯 2 ,2′ 二甲酸单酯 .最后再与取代苄基哌嗪在DMAP及DCC催化下缩合 ,得到 12个新的不对称联苯甲酸酯甲酰哌嗪类化合物 ,并用1 HNMR ,IR ,ESI
The key intermediate, dimethyl 4,4′ dimethoxy 5,6,5′,6′ dimethenedioxy biphenyl 2,2′ dicarboxylate (2), was synthesized in excellent yield from methyl 2 bromo 3,4 methenedioxy 5 methoxybenzoate through Ullmann type coupling reaction in the presence of NiCl 2(PPh 3) 2/NaH/Zn/PPh 3, and then it was converted to 4,4′ dimethoxy 5,6,5′,6′ dimethenedioxy 2 alkyloxycarbonyl biphenyl 2′ carboxylic acids (4a～4c) through hydrolysis, intramolecular dehydrolysis and single esterification. The reactions of compounds 4a～4c with N substituted benzyl piperazines afforded target compounds 5a～5n. The structures of these novel compounds were confirmed by 1H NMR, IR, ESI MS and elemental analysis.
出处
《有机化学》
SCIE
CAS
CSCD
北大核心
2004年第6期691-696,共6页
Chinese Journal of Organic Chemistry
基金
河南省自然科学基金 (No.0 31 1 0 2 2 1 0 0 )资助项目
