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无金属参与的稳定异噁烯鎓四氟硼酸盐级联反应构建多环骨架。

Construction of multiring frameworks by metal-free cascade reactions of stable isochromenylium tetrafluoroborate.

机构信息

State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China.

出版信息

J Org Chem. 2009 Nov 20;74(22):8787-93. doi: 10.1021/jo902051g.

Abstract

Efficient methodologies for constructing several multiring frameworks have been developed utilizing the cascade reactions of air-stable isochromenylium tetrafluoroborates with olefins. Successive additions of two equivalents of styrene-type olefins to isochromenylium tetrafluoroborate (ICTB) 1 have been observed and their mechanisms were proposed and discussed. Intramolecular capture of the early stage cationic intermediates by predevised heteroatoms or Friedel-Crafts donors provided two different types of bridged-ring systems.

摘要

已经开发出了几种高效的多环框架构建方法,这些方法利用了空气稳定的异噁烯四氟硼酸盐与烯烃的级联反应。观察到了向异噁烯四氟硼酸盐(ICTB)1 中连续加入两个当量的苯乙烯型烯烃,提出并讨论了它们的反应机制。早期阳离子中间体被预设计的杂原子或傅克反应供体捕获,生成了两种不同类型的桥环体系。

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