New Transition Metal Catalyzed Annulation Chemistry

新型过渡金属催化成环化学

• 批准号: 0354613
• 负责人: Vladimir Gevorgyan
• 金额: $ 41.43万
• 依托单位: University of Illinois at Chicago
• 依托单位国家: 美国
• 项目类别: Continuing Grant
• 财政年份: 2004
• 资助国家: 美国
• 起止时间: 2004-03-15 至 2007-02-28
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=0354613&HistoricalAwards=false
• 关键词: New; Transition; Metal; Catalyzed; Annulation

The focus of this research is to develop regio- and chemocontrolled annulation methodologies. To these ends, sequential cycloadditions/cyclizations of conjugated enynes, triggered by regiocontrolled palladium-catalyzed enyne-yne [4+2] benzannulation reactions, will be employed. Further, alternative activating groups for the palladium-catalyzed [4+2] benzannulation reaction will be identified. Synthetic targets will include 2,5-dicarba-, and 2,4,5-tricarbasubstituted resorcinol cores and aza-analogs, as well as monomers for monodisperse oligophenyleneethynylenes. Aza-enyne aza-enynophiles will be used for the direct synthesis of pyridine derivatives via the transition metal-catalyzed [4+2] strategy.With this award, the Organic and Macromolecular Chemistry Program is supporting the research of Dr. Vladimir Gevorgyan of the Department of Chemistry at the University of Illinois at Chicago. Dr. Gevorgyan will focus his work on the development of methodologies for metal catalyzed formation of multisubstituted aromatics and heteroaromatics. The research will expand knowledge of transition metal-catalyzed ring forming reactions and will provide underemployed approaches for the preparation of important classes of compounds. The project provides an excellent arena for the training of undergraduates and graduate students and has potential broader impact for the pharmaceutical industry.

这项研究的重点是开发区域控制和化学控制的环扎方法。为此，将采用区域受控的钯催化的烯炔[4+2]苯环化反应触发的共轭烯炔的顺序环加成/环化反应。此外，还将确定钯催化的[4+2]苯环化反应的替代活化基团。合成目标将包括2，5-二碳基间苯二酚和2，4，5-三碳取代间苯二酚核心和氮杂类似物，以及单分散低聚苯乙炔的单体。通过过渡金属催化的[4+2]策略，氮杂烯-杂氮杂环芳烃将被用于直接合成吡啶衍生物。通过这个奖项，有机和大分子化学计划支持伊利诺伊大学芝加哥分校化学系的Vladimir Gevorgyan博士的研究。Gevorgyan博士将专注于开发金属催化形成多取代芳烃和杂芳烃的方法。这项研究将扩大过渡金属催化的成环反应的知识，并将为制备重要类别的化合物提供未得到充分利用的方法。该项目为本科生和研究生的培养提供了一个极好的舞台，并可能对制药行业产生更广泛的影响。