Abstract
Salts derived from 2-nitropropane react with 2-(halomethyl)-9,10-anthracenedione or triethylammonium derivative by a SRN1 mechanism. The operation of this mechanism is confirmed by the leaving group effect and by the inhibitory effect of di-tert-butylnitroxide. A base-promoted nitrous acid elimination gives a 9,10-anthracenedione bearing a trisubstituted ethylenic double bond in the 2 position.
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