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Molecules 2015, 20(12), 22520-22533; doi:10.3390/molecules201219863

Novel Polycarbo-Substituted Imidazo[1,2-c]quinazolines: Synthesis and Cytotoxicity Study

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 Life and Consumer Sciences, College of Agriculture and Environmental Sciences, University of South Africa, Private Bag X06, FL 1710, South Africa
*
Author to whom correspondence should be addressed.
Academic Editor: Derek J. McPhee
Received: 9 November 2015 / Revised: 30 November 2015 / Accepted: 1 December 2015 / Published: 15 December 2015
(This article belongs to the Section Bioorganic Chemistry)
View Full-Text   |   Download PDF [1226 KB, uploaded 15 December 2015]   |  

Abstract

Amination of the 2-aryl-6-bromo-4-chloro-8-iodoquinazolines with 2-aminoethanol followed by acid-promoted cyclodehydration of the incipient 2-((6,8-dihalo-2-phenylquinazolin-4-yl)amino)ethanols afforded the corresponding novel 5-aryl-9-bromo-7-iodo-2,3-dihydro-2H-imidazo[1,2-c]quinazolines. The latter were, in turn, subjected to sequential (Sonogashira and Suzuki-Miyaura) and one-pot two-step (Sonogashira/Stille) cross-coupling reactions to afford diversely functionalized polycarbo-substituted 2H-imidazo[1,2-c]quinazolines. The imidazoquinazolines were screened for in vitro cytotoxicity against human breast adenocarcinoma (MCF-7) cells and human cervical cancer (HeLa) cells. View Full-Text
Keywords: dihalogenated 2H-imidazo[1,2-c]quinazolines; cross-coupling; imidazo[1,2-c]quinazolines; cytotoxicity dihalogenated 2H-imidazo[1,2-c]quinazolines; cross-coupling; imidazo[1,2-c]quinazolines; cytotoxicity
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Khoza, T.A.; Makhafola, T.J.; Mphahlele, M.J. Novel Polycarbo-Substituted Imidazo[1,2-c]quinazolines: Synthesis and Cytotoxicity Study. Molecules 2015, 20, 22520-22533.

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