%0 Journal Article %T 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 %A Dingqiao Yang %A Xiuli Liang %A Xiongjun Zuo %A Yuhua Long %J International Journal of Organic Chemistry %P 119-124 %@ 2161-4695 %D 2013 %I Scientific Research Publishing %R 10.4236/ijoc.2013.32013 %X

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.

%K The Intramolecular Friedel-Crafts Acylation Reaction: 9 %K 10-Dimethoxybenzo %K [6 %K 7]oxepino[3 %K 4-< %K i> %K b< %K /i> %K ]quinolin-13(6< %K i> %K H< %K /i> %K )-one and Its Derivatives %K 6 %K 7-Dimethoxy-2-(phenoxymethyl)quinoline-3-carboxylic Acid: Ethyl %K 6 %K 7-dimethoxy-2-(phenoxymethyl)quinoline-3-carboxylate: PPA %U http://www.scirp.org/journal/PaperInformation.aspx?PaperID=32999