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Formation of 3-Aminophenols from Cyclohexane-1,3-diones.
meta-Aminophenols are formed by the action of DBU on 3-amino-2-chlorocyclohex-2-en-1-ones
at room temperature in MeCN. The chloro compounds are generated by treating 3-
aminocyclohex-2-en-1-ones with the easily prepared halogenating agent BnNMe3.ICl2 in MeOHCH2Cl2.
The amino group must carry two substituents, either two aryl, one aryl and one alkyl or
two alkyl groups; 3-aminocyclohex-2-en-1-ones of this type are readily made from cyclohex-2-
en-1-one and a primary or secondary amine.
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