Synthesis and Cyclization of 8-Formyl-2-(phenoxymethyl)- quinoline-3-carboxylic Acids  被引量:1

Synthesis and Cyclization of 8-Formyl-2-(phenoxymethyl)- quinoline-3-carboxylic Acids

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作  者:高文涛 赵治刚 李阳 闫岩 李凤 

机构地区:[1]Institute of Superfine Chemicals,Bohai University,Jinzhou,Liaoning 121000,China

出  处:《Chinese Journal of Chemistry》2012年第5期1127-1132,共6页中国化学(英文版)

摘  要:A facile synthesis of a series of new quinoline-8-carbaldehyde compounds, namely 8-formyl-2- (phenoxymethyl)quinoline-3-carboxylic acids (4a--4h) and 13-oxo-6,13-dihydro[1]benzoxepino[3,4-b]quinoline- 8-carbaldehyde (5a--5g) is described, involving the one-pot synthesis reaction of ethyl 2-(chloromethyl)-8- formylquinoline-3-carboxylate (3) with substituted phenols followed by the intramolecular cyclization reaction via the treatment with polyphosphoric acid (PPA). Quinoline-8-carbaldehydes 4a--4h and 5a--5g are novel and their structures were supported by IR, IH NMR, 13C NMR, MS and elemental analysis.A facile synthesis of a series of new quinoline-8-carbaldehyde compounds, namely 8-formyl-2- (phenoxymethyl)quinoline-3-carboxylic acids (4a--4h) and 13-oxo-6,13-dihydro[1]benzoxepino[3,4-b]quinoline- 8-carbaldehyde (5a--5g) is described, involving the one-pot synthesis reaction of ethyl 2-(chloromethyl)-8- formylquinoline-3-carboxylate (3) with substituted phenols followed by the intramolecular cyclization reaction via the treatment with polyphosphoric acid (PPA). Quinoline-8-carbaldehydes 4a--4h and 5a--5g are novel and their structures were supported by IR, IH NMR, 13C NMR, MS and elemental analysis.

关 键 词:benzoxepinoquinoline quinoline-8-carbaldehyde ONE-POT polyphosphoric acid (PPA) cyclization reaction 

分 类 号:TQ645[化学工程—精细化工] TQ655

 

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