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A Novel One-Pot Synthesis of Substituted Quinolines

โœ Scribed by Maryam Sabbaghan; Issa Yavari; Zinatossadat Hossaini; Sanaz Souri


Publisher
John Wiley and Sons
Year
2010
Tongue
German
Weight
134 KB
Volume
93
Category
Article
ISSN
0018-019X

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โœฆ Synopsis


Abstract

A synthesis of quinoline derivatives is described via reaction between ethyl bromopyruvate (=ethyl 3โ€bromoโ€2โ€oxopropanoate), acetylenedicarboxylate, and isatin (=1__H__โ€indoleโ€2,3โ€dione) in the presence of NaH as a base. Also, these reactions were performed without ethyl bromopyruvate. The reaction in the presence of ethyl bromopyruvate provides regioselectively a quinoline with the ethyl ester group in 4โ€position. In the absence of ethyl bromopyruvate, the reaction leads to functionalized quinolines with the same ester groups in 2โ€, 3โ€, and 4โ€positions.


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