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HERO ID
4096092
Reference Type
Journal Article
Title
Quinoline synthesis by improved Skraup-Doebner-Von Miller reactions utilizing acrolein diethyl acetal
Author(s)
Ramann, GA; Cowen, BJ
Year
2015
Is Peer Reviewed?
1
Journal
Tetrahedron Letters
ISSN:
0040-4039
EISSN:
1873-3581
Volume
56
Issue
46
Page Numbers
6436-6439
Language
English
DOI
10.1016/j.tetlet.2015.09.145
Web of Science Id
WOS:000364436300033
URL
http://
://WOS:000364436300033
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Abstract
A robust synthetic method has been developed as an improvement to the venerable Skraup-Doebner-Von Miller reaction providing access to various quinoline products. The straightforward procedure utilizes acrolein diethyl acetal as a three-carbon annulation partner with aniline substrates in a monophasic, organic solvent-free reaction medium. Differentially substituted aniline precursors were found to be compatible with the reaction conditions and the corresponding quinoline products are isolated in moderate to good yields. (C) 2015 Elsevier Ltd. All rights reserved.
Keywords
Heterocycle; Skraup-Doebner-Von Miller; Acetal
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