收稿日期: 2015-04-21
修回日期: 2015-05-08
网络出版日期: 2016-01-15
基金资助
国家自然科学基金(20773162,30970693,21342007)资助
Mechanism of the condensation-rearrangement reactions of tropone with 1,2-dimethoxybenzene under the action of concentrated sulfuric acid
Received date: 2015-04-21
Revised date: 2015-05-08
Online published: 2016-01-15
张桐 , 贺伟 , 朱忠朋 , 杨镜奎 . 环庚三烯酮与邻二甲氧基苯在浓硫酸作用下的缩合重排反应机理[J]. 中国科学院大学学报, 2016 , 33(1) : 65 -69 . DOI: 10.7523/j.issn.2095-6134.2016.01.010
The reactions of tropone (cycloheptatrienone) gave the cycloaddition products frequently, and occasionally substitutions on the olefins bonds also occurred. For 1,2-dimethoxybenzene, previous studies concerned its condensation reactions with the different aldehydes or ketones,more limited to the aryl aldehydes or saturated aliphatic aldehydes and ketones, under the action of acid.We study the condensation reaction of conjugated polyene unsaturated ketone with o-dimethoxybenzene, and the results show that not only the dehydration condensation occurs under the action of acid, but also the interesting shrink ring rearrangement reaction occurs in which a seven-membered ring converts to a six-membered aromatic ring.
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