原创力文档synthesis and photophysical properties of 2-aryl-6,8-bis(arylethenyl)-4-methoxyquinolines的合成及光物理性质2-aryl-6,8-bis 4-methoxyquinolines(arylethenyl).pdfVIP
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synthesis and photophysical properties of 2-aryl-6,8-bis(arylethenyl)-4-methoxyquinolines的合成及光物理性质2-aryl-6,8-bis 4-methoxyquinolines(arylethenyl)
Molecules 2012, 17, 14186-14204; doi:10.3390/molecules171214186
OPEN ACCESS
molecules
ISSN 1420-3049
/journal/molecules
Article
Synthesis and Photophysical Properties of
2-Aryl-6,8-bis(arylethenyl)-4-methoxyquinolines
Tebogo Ankie Khoza 1, Marole Maria Maluleka 1, Neliswa Mama 2 and Malose Jack Mphahlele 1,*
1 Department of Chemistry, College of Science, Engineering and Technology,
University of South Africa, P.O. Box 392, Pretoria 0003, South Africa
2 Department of Chemistry, Nelson Mandela Metropolitan University, P.O. Box 77000,
Port Elizabeth 6031, South Africa
* Author to whom correspondence should be addressed; E-Mail: mphahmj@unisa.ac.za;
Tel.: +27-12-429-8805; Fax: +27-12-429-8549.
Received: 8 November 2012; in revised form: 20 November 2012 / Accepted: 23 November 2012 /
Published: 30 November 2012
Abstract: Iodine-methanol mediated oxidative-aromatization of 2-aryl-6,8-dibromo-2,3-
dihydroquinolin-4(1H)-ones afforded the corresponding 2-aryl-6,8-dibromo-4-methoxy-
quinolines in high yield and purity. The isomeric 1-(2-amino-3,5-dibromophenyl)-3-aryl-2-
propen-1-ones reacted with iodine in methanol afford in a single pot operation
the corresponding 2-aryl-6,8-dibromo-4-methoxyquinoline (major) and 2-aryl-6,8-
dibromoquinolin-4(1H)-one (minor) products that were separated in sequence by column
chromatography on silica gel. Suzuki-Miyaura cross-coupling of the 6,8-dibromo-4-
methoxyquinoline derivatives with excess arylvinylboronic acids
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