An efficient synthesis of 2-hydroxy-7,8-dihydroquinolin-5(6H)-ones and 7,8-dihydroquinoline-2,5(1H,6H)-diones from Morita-Baylis-Hillman adduct acetates

A series of 2-hydroxy-7,8-dihydroquinolin-5(6H)-ones and 7,8-dihydroquinoline-2,5(1H,6H)-diones have been synthesized in good to excellent yields from Morita-Baylis-Hillman adduct acetates, cyclohexane-1,3-diones and ammonium acetate or primary amines in one pot under solvent-free conditions.

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Bibliographic Details
Published inSynthesis (Stuttgart) no. 16; pp. 2561 - 2568
Main Authors Zhong, Weihui, Lin, Fuliang, Chen, Ren'er, Su, Weike
Format Journal Article
LanguageEnglish
Published STUTTGART Thieme Medical Publishers 18.08.2008
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
CYCLIC ENONES
MANGANESE(III) ACETATE
1,6-DIAZAPHENALENE
STRAIGHTFORWARD
cyclohexane-1,3-diones
7,8-dihydroquinoline-2,5(1H,6H)-diones
ENAMINONES
2-hydroxy-7,8-dihydroquinolin-5(6H)-ones
HUPERZINE
CHEMISTRY
AGENTS
ACETYLCHOLINESTERASE INHIBITORS
Morita-Baylis-Hillman adduct acetates
DERIVATIVES
solvent-free conditions
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Summary:A series of 2-hydroxy-7,8-dihydroquinolin-5(6H)-ones and 7,8-dihydroquinoline-2,5(1H,6H)-diones have been synthesized in good to excellent yields from Morita-Baylis-Hillman adduct acetates, cyclohexane-1,3-diones and ammonium acetate or primary amines in one pot under solvent-free conditions.
ISSN:0039-7881
1437-210X
DOI:10.1055/s-2008-1078601