Chinese Journal of Organic Chemistry >
A Facile Synthesis of 2-(Benzofuran-2-yl)-6-chloroquinoline-3-carboxylic Acid Derivatives
Received date: 2016-04-28
Revised date: 2016-07-12
Online published: 2016-08-10
Supported by
Project supported by the National Natural Science Foundation of China (Nos. 21476028, 21402011).
A facile synthesis of 2-(benzo(naphtho)furan-2-yl)-6-chloroquinoline-3-carboxylic acid derivatives (3a~p) has been described, involving ultrasound-assisted three-step one-pot reaction of ethyl 6-chloro-2-(chloromethyl)quinoline-3-carboxylate (1) with corresponding salicylaldehydes (2a~2i), 1-(2-hydroxyphenyl)ethanones (2j~2o) or 2-hydroxy-1-naphthaldehyde (2p) in the presence of K2CO3 as acid-binding agent and PEG-400 as phase transfer catalyst in refluxing MeCN. The synthesized compounds were new, and their structures had been determined by IR, 1H NMR, 13C NMR and HRMS.
Gao Wentao , Fu Xinbo , Li Yang , Wang Dongfang , Zhao Yanan . A Facile Synthesis of 2-(Benzofuran-2-yl)-6-chloroquinoline-3-carboxylic Acid Derivatives[J]. Chinese Journal of Organic Chemistry, 2016 , 36(12) : 2965 -2972 . DOI: 10.6023/cjoc201604058
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