1,4-二氮杂双环[2.2.2]辛烷催化5-亚甲基己-2-炔二酸酯与缺电子烯烃的[4 + 2]环化反应
DABCO-Catalyzed [4 + 2] Annulation of 5-Methylenehex-2-ynedioates with Electron-Deficient Alkenes.
作者信息
Li Dongqiu, Cheng Fang, Tang Yuhai, Li Jing, Li Yang, Jiao Jiao, Xu Silong
机构信息
School of Chemistry, and Xi'an Key Laboratory of Sustainable Energy Materials Chemistry, Xi'an Jiaotong University, Xi'an 710049, P.R. China.
出版信息
J Org Chem. 2022 May 6;87(9):6362-6370. doi: 10.1021/acs.joc.1c03159. Epub 2022 Apr 15.
Herein, we describe a DABCO-catalyzed [4 + 2] annulation between 5-methylenehex-2-ynedioates and electron-deficient olefins to afford functionalized cyclohexadienes in good yields under mild conditions. The use of β- and ε-carbons of the substrates for C-C bond formation is distinct from previous reports showing a substrate-controlled divergent reactivity. The annulation is believed to proceed in domino cyclization initiated by a cross Rauhut-Currier reaction.
在此，我们描述了一种在温和条件下，由1,4-二氮杂双环[2.2.2]辛烷（DABCO）催化的5-亚甲基己-2-炔二酸酯与缺电子烯烃之间的[4 + 2]环化反应，以良好的产率得到功能化的环己二烯。底物的β-和ε-碳用于碳-碳键形成，这与先前报道的底物控制的不同反应性不同。据信该环化反应是由交叉劳乌特-库里尔反应引发的多米诺环化过程。
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