哌嗪酮取代醌类衍生物的简便合成
收稿日期: 2016-05-16
修回日期: 2016-06-14
网络出版日期: 2016-08-12
基金资助
国家自然科学基金（Nos. U1202221，21362042），云南省后备人才（No. 2012HB001），云南大学青年英才计划（No. XT412003）资助项目.
Simple Synthesis of Ketopiperazine-Substituted Quinone Derivatives
Received date: 2016-05-16
Revised date: 2016-06-14
Online published: 2016-08-12
Supported by
Project supported by the National Natural Science Foundation of China (Nos. U1202221, 21362042), the Talent Found in Yunnan Province (No. 2012HB001), and the Excellent Young Talents of Yunnan University (No. XT412003).
杨瑞霞 , 赵宇澄 , 蒋美妤 , 严胜骄 , 林军 . 哌嗪酮取代醌类衍生物的简便合成[J]. 有机化学, 2016 , 36(12) : 2941 -2947 . DOI: 10.6023/cjoc201605025
In this article, a one-pot protocol was established for the synthesis of ketopiperazine-substituted quinone derivatives. This method based on the building blocks of piperazine ketone enamine ester 1, which reacted with quinones 2 through α-C selective alkylation of the enamine ester and via dehydrogenation oxidation reaction in acetonitrile at room temperature and acetic acid as catalyst. As a result, a series of novel ketopiperzine-substituted quinone derivatives 3a~3l have been synthesized efficiently with 70%~88% yield. This method possesses some advantages such as simple synthetic route, readily available starting materials, high yields and simple work-up procedures.
Key words： enamine ester; ketopiperzine; quinone derivatives; acetic acid; selective alkylation
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