Synthesis of 8-Hydroxyquinolines with Amino and Thioalkyl Functionalities at Position 4

作者: Walaa A. E. Omar , Juha P. Heiskanen , Osmo E. O. Hormi

DOI: 10.1002/JHET.5570450247

关键词:

摘要: Six 8-hydroxyquinolines with amino and thioalkyl functionalities at position 4 have been prepared. The synthesis starts chlorination of the readily available 4-hydroxy-8-tosyloxyquinoline to give 4-chloro-8-tosyloxyquinoline in 94% yield. Treatment sulphur nitrogen nucleophiles produces target 4-amino 4-thioalkyl-8-hydroxyquinolines more than 70% In case pyrrolidine, removal protecting tosyl group 8 occurs simultaneously substitution chlorine 4.

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