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Synthesis Of 3-Azabicyclohexane Derivatives And Their Applications In The Construction Of Pyrrolo[3,2-c]quinoline

Posted on:2009-12-08Degree:MasterType:Thesis
Country:ChinaCandidate:M Y ShenFull Text:PDF
GTID:2121360245953945Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
Modern drug discovery often involves screening large quantity of small molecules for their ability to bind to a preselected protein target. Among these small molecules, the alkaloids should be the out stangding one, because mang of them have very good pathology activity, and also many are good drugs. 3-azabicyclo[3.1.0] hexane derivatives is not only a basic structure of biologically active natural products such as CC-1065, duocarmycin, and also a framework of a pharmacogically important class of compounds such as 3,4-methanoprolines. The pyrroloquinoline ring system has a good biological activity, which is known as a core structure unit of either synthetic or natural source. In our thesis we report a novel method for the synthesis of 3-azabicyclo[3.1.0]hexane and pyrroloquinoline ring derivatives.In the first chapter we introduced the background of the research simply.In the second chapter we have developed a new one-step synthesis of 3-azabicyclo[3.1.0]hexanes from readily availableβ-dicarbonyl compounds and 2,3-dibromobutanamides.In the third chapter our initinal studies were focused on substrates with 3-azabcyclo[3.1.0]hexane core. We study their further application in the synthesis of pyrroloquinoline ring derivatives under the Lewis acid mediated reaction condition.In conclusion, we have developed a new strategy for the synthesis of 3-azabicyclo[3.1.0]hexanes and an efficient approach for pyrrolo[3,2-c]quinolines. The advantages of this synthetic route, which include operational simplicity, high yields, short reaction time and cheap starting materials.
Keywords/Search Tags:β-Dicarbonyl Compounds, 3-Azabcyclo[3.1.0]hexane, Pyrroloquinoline
PDF Full Text Request
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