摘要/Abstract
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
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.
Key words: diazo compound, N-o-nitrobenzenesulfonylhydrazide, N-o-triftosylhydrazone, N-tosylhydrazone
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