期刊论文

Synthesis and quantum chemistry calculation of [1]-naphtho [1,2-b] [2,1-b]-[3,4-b] quinoline -15（8H）ketone

中文

化学工程师

1002-1124

2013

27

8

68-71

10.16247/j.cnki.23-1171/tq.2013.08.010

本校为其他机构

以邻硝基苯甲醛为起始原料,经还原、Friedlander缩合、溴化反应得到中间体2-溴甲基-3-喹啉酸乙酯,再将其分别与α-萘酚和β-萘酚一锅法高产率地合成2-（α-萘氧甲基）-3-喹啉酸和2-（β-萘氧甲基）-3-喹啉酸,然后分别通过Eaton’s Reagent环化,发生分子内Friedel-Crafts反应又得到2种新型闭环产物:[1]-萘并[1,2-b]氧杂卓并[3,4-b]喹啉-15（8H）-酮和[1]-萘并[2,1-b]氧杂卓并[3,4-b]喹啉-15（8H）-酮。合成产物经1H-NMR、MS和IR确认,并测定了在三氯甲烷中的紫外光谱和固体荧光光谱,并对其荧光光谱进行量子化学计算模拟。

The intermediate 2-（bromomethyl）-3-quinoline ethyl ester was synthesized with o-nitrobenzaldehyde as starting material by reduction Friedlander condensation bromination reaction,then 2-（α-naphthyl）nethyl3-quinoline carboxylic acid and 2-（β-naphthyl）methyl-3quinolinecarboxylica cid were synthesized with the intermediate respectively reacted with phenol and α-naphthyl and beta-naphthol by one-pot.Finally,two new closed loop title product： [1]-naphtho [1,2-b]oxazhuo and [3,4-b] quinoline of-15（8H）-one and [1]-naphtho [2,1-b] oxa [3,4-b...