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Cu(II)-Catalyzed formal [4 + 2] cycloaddition between quinone methides (QMs) and electron-poor 3-vinylindoles
Organic Chemistry Frontiers ( IF 5.4 ) Pub Date : 2019/12/12 , DOI: 10.1039/c9qo01343a
Hong-Ming Huang 1, 2, 3, 4 , Xu-Yan Wu 1, 2, 3, 4 , Bo-Rong Leng 1, 2, 3, 4 , Yi-Long Zhu 1, 2, 3, 4 , Xin-Chao Meng 1, 2, 3, 4 , Yu Hong 1, 2, 3, 4 , Bo Jiang 4, 5, 6, 7, 8 , De-Cai Wang 1, 2, 3, 4
Affiliation  

A new Cu(II)-catalyzed formal [4 + 2] cycloaddition between quinone methides (QMs) including para-quinone methides (p-QMs) and ortho-quinone methides (o-QMs) and electron-poor 3-vinylindoles was established. A wide range of richly decorated indole-containing chromane derivatives were synthesized in acceptable yields and diastereoselectivity. Based on several control experiments, a possible mechanism was also proposed to elucidate the catalytic cycle pathway.

中文翻译:

Cu(II)催化的甲基苯醌(QMs)与电子贫乏的3-乙烯基吲哚之间的正式[4 + 2]环加成反应

建立了一种新的Cu(II)催化的甲基苯醌(QM)包括苯醌甲基(p -QMs)和苯醌甲基(o -QMs)和电子贫乏的3-乙烯基吲哚之间的正式[4 + 2]环加成反应。以可接受的产率和非对映选择性合成了多种装饰丰富的含吲哚的苯并二氢吡喃衍生物。基于几个控制实验,还提出了一种可能的机制来阐明催化循环途径。
更新日期:2020-02-13
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