A stable enol from a 6-substituted benzanthrone and its unexpected behaviour under acidic conditions

نویسندگان

  • Marc Debeaux
  • Kai Brandhorst
  • Peter G Jones
  • Henning Hopf
  • Jörg Grunenberg
  • Wolfgang Kowalsky
  • Hans-Hermann Johannes
چکیده

Treatment of benzanthrone (1) with biphenyl-2-yl lithium leads to the surprisingly stable enol 4, which is converted by dehydrogenation into the benzanthrone derivative 7. Under acidic conditions 4 isomerises to the spiro compound 11 and the bicyclo[4.3.1]decane derivative 12. Furthermore, the formation of 7 and the hydrogenated compound 13 is observed. A mechanism for the formation of the reaction products is proposed and supported by DFT calculations.

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عنوان ژورنال:

دوره 5  شماره 

صفحات  -

تاریخ انتشار 2009