Department of Chemistry and Biochemistry, University of Texas at Austin , Austin, Texas 78712, United States.
J Am Chem Soc. 2014 Apr 23;136(16):5920-2. doi: 10.1021/ja502659t. Epub 2014 Apr 11.
A new benzannulation protocol is described and applied to the synthesis of polycyclic aromatic hydrocarbons. Ruthenium(0)-catalyzed diol-diene [4+2] cycloaddition delivers cyclohex-1-ene-4,5-diols, which are subject to aromatization upon dehydration or Nicholas diol deoxydehydration. Employing diol and tetraol reactants, benzannulation can be conducted efficiently in one- and two-directional modes, respectively, as illustrated in the construction of substituted fluoranthenes and acenes.
描述了一种新的苯并环化反应方案，并将其应用于多环芳烃的合成。钌(0)催化二醇-二烯 [4+2] 环加成反应得到环己-1-烯-4,5-二醇，它们在脱水或尼古拉斯二醇脱氧脱水时发生芳构化。使用二醇和四醇反应物，苯并环化可以分别以单方向和双方向模式有效地进行，如在取代芴和并四苯的构建中所示。
