Microwave‐Assisted Synthesis of Quinoline Derivatives from Isatin

Author: El Ashry El Sayed   Ramadan El Sayed   Abdel Hamid Hamida   Hagar Mohamed  

Publisher: Taylor & Francis Ltd

ISSN: 0039-7911

Source: Synthetic Communications, Vol.35, Iss.17, 2005-09, pp. : 2243-2250

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Abstract

Microwave irradiation has been used for a rapid and efficient synthesis of quinoline-4-carboxylic acids 5a–g and 1,2,3,4-tetrahydroacridine-9-carboxylic acid (6) from the reaction of isatins 1–3 with acyclic and cyclic ketones in basic medium. 2-Hydroxyquinoline-4-carboxylic acid (11) was also obtained by irradiating a mixture of isatin 1 and malonic acid in AcOH. The esters of 5f and 11 and their respective hydrazides 8 and 13 were also prepared under MWI.