Abstract
The one-pot reaction of succinic anhydride with 1,2-dimethoxybenzene furnished two structurally complicated polymethoxyarylnaphthalene lignans, polymethoxyarylnaphthol 1 as the minor product and polymethoxynaphtho[1,2-b]oxacycloheptatrienone 2 as the major product, in the presence of a small amount of polyphosphoric acid (PPA) as catalyst at 140°C and yielded 2 as a single product in good yield when a large amount of PPA as solvent was employed at 60–80°C. The novel structures of 1 and 2 were elucidated from 1H NMR, 13C NMR, infrared (IR), and Electrospray ionization–mass spectrometry (ESI-MS) and further confirmed by x-ray diffractions. The possible mechanisms for the formation of 1 and 2 were also proposed.
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