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[摘要]：Several disubstituted angular naphthoimidazoles have been synthesized by a new domino reaction from (1,4-dimethoxynaphthalen-2-yl)amine (1) and imines (obtained from 1 and aromatic aldehydes) in the presence of Sc(OTf)3. A plausible pathway for the reaction involves attack of the nucleophilic amine on the imine and further reaction of the resulting intermediate by intramolecular cyclization with loss of a methoxy group and subsequent oxidation to yield the final naphthoimidazole. These naphthoimidazoles were also obtained in lower yields from aromatic aldehydes, Sc(OTf)3 and 2 equiv. of 1 through an ABB' domino process. Post-condensation transformations allowed direct access to several derivatives. |
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