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A clean, simple and efficient synthesis of trans-[3-(aryl)-2,3-dihydrofuro[3,2-h] quinolin-2-yl]-(4-chlorophenyl)methanones

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We report a green and efficient method for the synthesis of trans-[3-(aryl)-2,3-dihydrofuro[3,2-h]quinolin-2-yl]-(4-chlorophenyl) methanones from the condensation of 2-[2-(4-chlorophenyl)-2-oxoethyl)]isoquinolinium bromide with 8-hydroxyquinoline and an aromatic aldehyde in the presence of catalytic… Click to show full abstract

We report a green and efficient method for the synthesis of trans-[3-(aryl)-2,3-dihydrofuro[3,2-h]quinolin-2-yl]-(4-chlorophenyl) methanones from the condensation of 2-[2-(4-chlorophenyl)-2-oxoethyl)]isoquinolinium bromide with 8-hydroxyquinoline and an aromatic aldehyde in the presence of catalytic amounts of choline hydroxide in water at reflux conditions. This new protocol employing choline hydroxide, which is a green and inexpensive catalyst, offers advantages such as mild reaction conditions, short reaction time, high yields and does not involve any hazardous solvent. Therefore, this procedure can be classified as green chemistry.

Keywords: quinolin chlorophenyl; chlorophenyl; trans aryl; synthesis trans; dihydrofuro quinolin; aryl dihydrofuro

Journal Title: Journal of Chemical Research
Year Published: 2017

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