标题：Polyphosphoric Acid-Mediated, One-Pot, Novel Reactions to Build Polymethoxyarylnaphthalene Lignans
作者：Zhao, Guilong; Zhan, Fuxu; Wang, Zhifeng; Xu, Weiren; Wang, Yuli; Liu, Wei; Tang, Lida; Wang, Jianwu
作者机构：[Zhao, Guilong; Xu, Weiren; Wang, Yuli; Liu, Wei] Tianjin Inst Pharmaceut Res, Tianjin Key Lab Mol Design & Drug Discovery, Tianjin 300193, Peoples R 更多
通讯作者地址：[Zhao, GL]Tianjin Inst Pharmaceut Res, Tianjin Key Lab Mol Design & Drug Discovery, Tianjin 300193, Peoples R China.
关键词：Arylnaphthalene lignan; Friedel-Crafts acylation; one pot;; polyphosphoric acid; synthesis; x-ray diffraction
摘要：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 degrees C and yielded 2 as a single product in good yield when a large amount of PPA as solvent was employed at 60-80 degrees 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.