铜催化环化反应：一种系统合成溴化菲啶鎓的方法。
Copper-Catalyzed Annulation: A Method for the Systematic Synthesis of Phenanthridinium Bromide.
作者信息
Jhang Yuan-Ye, Fan-Chiang Tai-Ting, Huang Jun-Min, Hsieh Jen-Chieh
机构信息
Department of Chemistry, Tamkang University , New Taipei City 25137, Taiwan.
出版信息
Org Lett. 2016 Mar 4;18(5):1154-7. doi: 10.1021/acs.orglett.6b00269. Epub 2016 Feb 17.
A novel procedure for the Cu-catalyzed systematic synthesis of phenanthridinium bromide is reported. This transformation was achieved with direct construction of central pyridinium core by using an in situ formed biaryl imine as a substrate. Tolerance of a very wide variety of N-substituents is indicated; this has never previously been disclosed by other reports. Application of this method to synthesis of the natural alkaloid bicolorine, and its derivatives, was also carried out in only three synthetic steps from commercially available compounds.
报道了一种用于铜催化系统合成溴化菲啶鎓的新方法。通过使用原位形成的联芳基亚胺作为底物直接构建中心吡啶鎓核心，实现了这种转化。结果表明该方法对多种N-取代基具有耐受性；此前其他报道从未披露过这一点。该方法应用于天然生物碱双色碱及其衍生物的合成，从市售化合物出发仅需三个合成步骤即可完成。
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