Cyclization Reaction of Donor-Acceptor Oxiranes with N,N '-Disubstituted Thioureas: A Domino Process to trans-Dihydropyrimidines
Cyclization Reaction of Donor-Acceptor Oxiranes with N,N '-Disubstituted Thioureas: A Domino Process to trans-Dihydropyrimidines
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供体-受体环氧乙烷与 N,N'-二取代硫脲的环化反应：生成反式二氢嘧啶的多米诺过程
DOI：
10.1021/acs.orglett.8b02930
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发表时间：
2018
期刊：
影响因子：
5.2
通讯作者：
Guo Hai Ming
中科院分区：
文献类型：
--
作者：
Wang Jing;Zhang Q Ying;Xie Ming Sheng;Wang Dong Chao;Qu Gui Rong;Guo Hai Ming
报道了一种由给体-受体氧杂环与N，N‘-二取代硫脲反应合成反式二氢嘧啶的反应。初步的反应机理研究表明，该反应经历了顺序的环加成/胺酯交换/氧硫交换/脱硫/Michael加成过程。用该方法合成了多种反式二氢嘧啶类化合物，产率高达94%。
An unprecedented cyclization reaction of donor–acceptor oxiranes withN,N′-disubstituted thioureas to constructtrans-dihydropyrimidines is presented. Preliminary reaction mechanism studies demonstrated that the reaction underwent sequential cycloaddition/amine ester exchange/oxygen–sulfur exchange/desulfuration/Michael addition process. A wide range oftrans-dihydropyrimidines were produced with high yields up to 94% by using this method.