1-oxo-2-hydroxy-1,2-dihydroacronycine: A useful synthon in the acronycine series for the introduction of amino substituents at 6-position and for theconversion into isopropylfuroacridones

Thermic aromatic nucleophilic displacement of the methoxy group at C-6 of ( +/-)-1-oxo-2-hydroxy-1,2-dihydroacronycine (2) by an amine is a reaction th at gives a facile entry to acronycine derivatives bearing an amino substitu ent at this position. The introduction of the amino substituents was confir med with a long-range H-1-N-15 correlation NMR spectrum at natural abundanc e. Under basic conditions, compound 2 can also be rearranged to the corresp onding isopropylfuroacridone 12, in 80% yield.