吸电子基取代的N-芳基磺酰腙作为重氮化合物前体的研究进展
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王也铭, 副教授, 1983年出生于吉林省白山市. 2006年7月毕业于东北师范大学化学学院应用化学专业, 获得理学学士学位. 2011年6月, 毕业于东北师范大学化学学院有机化学专业, 师从刘群教授, 获得博士学位. 2011年7月, 就职于吉林师范大学化学学院任讲师, 开始独立的课题研究. 2019年9月, 就职于吉林工程技术师范学院化学与工业生物工程交叉学科研究院任副教授. 主要从事过渡金属催化有机合成反应的研究. 目前, 已在《Chem. Commun.》、《Org. Lett.》、《Eur. J. Org. Chem.》、《Tetrahedron Lett.》、《Synthesis》等期刊上公开发表论文20余篇. |
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王宏伟, 2014年毕业于鞍山师范学院化学系, 同年进入东北师范大学化学学院有机化学专业, 在毕锡和教授课题组进行硕博连读, 主要从事氟烷基磺酰腙反应性研究. |
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刘兆洪, 博士, 讲师, 2006年6月, 毕业于四川大学华西药学院药学专业, 获得理学学士学位. 2006~2011年凯莱英医药集团从事医药中间体工艺开发工作. 2012~2018年东北师范大学化学学院有机化学专业攻读博士学位, 师从毕锡和教授. 博士毕业后东北师范大学任讲师, 主要从事银催化卡宾化学研究, 目前以第一作者或通讯作者在《Chem》、《Nat. Commun.》《Angew. Chem. Int. Ed.》、《ACS Catal.》、《Chem. Commun.》、《Org. Lett.》等期刊上公开发表论文20余篇. |
收稿日期: 2021-04-26
网络出版日期: 2021-08-04
基金资助
项目受吉林省科学技术厅(20200801065GH); 中央高校基本科研业务费专项资金(2412020ZD003); 吉林工程技术师范学院博士科研启动经费专项(BSKJ201921)
Research Progress on EWG-Substituted N-Arylsulfonylhydrazones as the Diazo Compound Precursor
Received date: 2021-04-26
Online published: 2021-08-04
Supported by
Department of Science and Technology of Jilin Province(20200801065GH); Fundamental Research Funds for the Central Universities(2412020ZD003); Doctoral Research Initiation Fund Project of Jilin Engineering Normal University(BSKJ201921)
N-芳基磺酰腙是一类稳定的重氮化合物替代物, 其中, N-对甲基苯磺酰腙研究历史悠久, 在卡宾化学中占据重要地位, 相关的研究报道及综述较多. 近年来, 作为一类更加温和的重氮替代物, 吸电子基取代的N-芳基磺酰腙参与的化学反应发展迅速, 但是相关的研究梳理工作相对缺乏. 因此, 本综述聚焦于吸电子基取代的N-芳基磺酰腙作为重氮化合物替代物在有机合成反应中的研究进展, 重点总结了N-邻硝基苯磺酰腙和N-邻三氟甲基苯磺酰腙参与的偶联、环化、插入、多组分反应和Doyle-Kirmse等反应.
关键词： 重氮化合物; N-邻硝基苯磺酰腙; N-邻三氟甲基苯磺酰腙; N-对甲基苯磺酰腙
王也铭 , 王宏伟 , 刘兆洪 . 吸电子基取代的N-芳基磺酰腙作为重氮化合物前体的研究进展[J]. 化学学报, 2021 , 79(9) : 1085 -1096 . DOI: 10.6023/A21040179
N-arylsulfonyl hydrazones were a kind of stable diazo surrogates in organic synthesis. Among them, N-tosylhydrazones occupied main position in the research of carbene chemistry, and many reactions involving N-tosylhydrazones and reviews were published. In recent years, the chemical reactions involving electron-withdrawing groups (EWG)-substituted N-arylsulfonylhydrazones as milder diazo surrogates have been developed rapidly. However, these reactions were not summarized. Therefore, this review focuses on the research progress on EWG-substituted N-arylsulfonylhydrazones used as diazo surrogates in organic synthesis reactions, and emphasized the coupling, cyclization, insertion, multicomponent and Doyle-Kirmse reaction involved N-o-nitrobenzenesulfonylhydrazides and N-o-triftosylhydrazones.
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