Suzuki–Miyaura cross-coupling of 2-aryl-6,8-dibromo-1,2,3,4-tetrahydroquinolin-4-ones and subsequent dehydrogenation and oxidative aromatization of the resulting 2,6,8-triaryl-1,2,3,4-tetrahydroquinolin-4-ones

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• 作者：Malose J. Mphahlele ; ^a ; ^{mphahmj@unisa.ac.za"" rel=""nofollow} ; Felix A. Oyeyiola^a
• 关键词：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
• 刊名：Tetrahedron
• 出版年：2011
• 出版时间：9 September 2011
• 年：2011
• 卷：67
• 期：36
• 页码：6819-6825
• 全文大小：379 K

文摘

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.