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A Facile Synthesis of 9,10-Dimethoxybenzo[6,7]- ox-epino[3,4-<i>b</i>]quinolin-13(6<i>H</i>)-one and Its Derivatives
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作者 Dingqiao Yang Xiuli Liang +1 位作者 xiongjun zuo Yuhua Long 《International Journal of Organic Chemistry》 2013年第2期119-124,共6页
A concise and efficient method for the synthesis of novel 9,10-imethoxybenzo[6,7]oxepino[3,4-b]quinolin13(6H)-one and its derivatives 7a-p has been developed via the intramolecular Friedel-Crafts acylation reactions o... A concise and efficient method for the synthesis of novel 9,10-imethoxybenzo[6,7]oxepino[3,4-b]quinolin13(6H)-one and its derivatives 7a-p has been developed via the intramolecular Friedel-Crafts acylation reactions of 6,7-dimethoxy-2-(phenoxymethyl)quinoline-3-carboxylic acids 6a-p with polyphosphoric acid (PPA) as catalyst and solvent under mild conditions. The key intermediates 6a-p were prepared through the in situ formation of ethyl 6,7-dimethoxy-2-(phenoxymethyl)quinoline-3-carboxylates 5a-p followed by hydrolysis with aqueous ethanolic sodium hydroxide solution. The novel synthetic method has the advantages of good yields, easy work-up, and environmentally friendly character, which may provide a novel highly efficient process for making quinoline and related azaheterocycle libraries. 展开更多
关键词 The Intramolecular Friedel-Crafts Acylation Reaction: 9 10-Dimethoxybenzo [6 7]oxepino[3 4-b]quinolin-13(6H)-one and Its DERIVATIVES 6 7-Dimethoxy-2-(phenoxymethyl)quinoline-3-carboxylic Acid: Ethyl 7-dimethoxy-2-(phenoxymethyl)quinoline-3-carboxylate: PPA
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