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Keywords:

  • aromatic compounds;
  • azulenes;
  • cycloaddition;
  • natural products;
  • synthesis design
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A palette of blues: Chlorobicyclo[5.3.0]decatrienones are readily prepared from cycloheptatrienes by cycloaddition of dichloroketene, ring expansion with a diazoalkane, and dehydrochlorination in dimethylformamide. These compounds are used as intermediates in the regiocontrolled synthesis of a wide variety of natural and nonnatural azulenes (see scheme).