Journal
TETRAHEDRON
Volume 67, Issue 36, Pages 6819-6825Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2011.06.085
Keywords
2-Aryl-6,8-dibromo-1,2,3,4-tetrahydroquinolin-4-ones; Suzuki-Miyaura cross-coupling; 2,6,8-Triaryl-1,2,3,4-tetrahydroquinolin-4-ones; 2,6,8-Triarylquinolin-4(1H)-ones; 2,6,8-Triaryl-4-methoxyquinolines
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Funding
- University of South Africa
- National Research Foundation
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Dichlorobis(triphenylphosphine)palladium(II)/tricyclohexylphosphine-catalyzed Suzuki-Miyaura cross-coupling of the 2-aryl-6,8-dibromo-1,2,3,4-tetrahydroquinolin-4-ones with arylboronic acids afforded the corresponding 2,6,8-triaryl-1,2,3,4-tetrahydroquinolin-4-ones, exclusively. The latter was subjected to thallium(III) p-tolylsulfonate (TTS) in dimethoxyethane under reflux or to molecular iodine in methanol at reflux to afford the 2,6,8-triarylquinolin-4-(1H)-ones and 2,6,8-triaryl-4-methoxyquinoline derivatives, respectively. (C) 2011 Elsevier Ltd. All rights reserved.
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