Department of Food, Environmental and Nutritional Sciences, Division of Chemistry and Molecular Biology, Università di Milano , Via Celoria 2, 20133 Milano, Italy.
J Org Chem. 2013 Nov 1;78(21):10860-6. doi: 10.1021/jo401887t. Epub 2013 Oct 11.
A synthetic sequence to the benzo[j]fluoranthene nucleus is described. Crucial steps of the procedure include a Suzuki coupling between appropriately substituted 2-bromo-acenaphthylene-1-carbaldehydes and 2-formylbenzeneboronates followed by McMurry ring closure. The synthesis represents a new approach to the benzo[j]fluoranthene ring system and specifically provides a method for the rapid preparation of differently substituted derivatives. Following this strategy, the first total synthesis of the recently isolated natural product benzo[j]fluoranthene-4,9-diol was carried out.
本文描述了苯并[j]荧蒽核的一种合成序列。该方法的关键步骤包括：适当取代的 2-溴-苊-1-甲醛与 2-甲酰基苯硼酸之间的铃木偶联，然后进行 McMurry 环闭合。该合成方法代表了苯并[j]荧蒽环系的一种新方法，特别提供了快速制备不同取代基衍生物的方法。根据这一策略，首次对最近分离得到的天然产物苯并[j]荧蒽-4,9-二醇进行了全合成。
