New Organic and Organometallic Synthetic Methods for Manipulation of Pyridine and Related Azole Anhydrobases

吡啶及相关唑类脱水碱的有机和有机金属合成新方法

• 批准号: 1265488
• 负责人: Fred Pigge
• 金额: $ 40.87万
• 依托单位: University of Iowa
• 依托单位国家: 美国
• 项目类别: Standard Grant
• 财政年份: 2013
• 资助国家: 美国
• 起止时间: 2013-09-15 至 2017-08-31
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=1265488&HistoricalAwards=false
• 关键词: New; Organic; Organometallic; Synthetic; Methods

In this project funded by the Chemical Synthesis Program of the Chemistry Division, Professor Christopher Pigge of the Department of Chemistry at the University of Iowa will investigate new approaches to construct aza-heterocyclic ring systems via manipulation of alkylidene dihydropyridines (anhydrobases) and related intermediates. While anhydrobases are established compounds, their use as synthetic intermediates has not been extensively explored. In this project both conventional bond forming methods as well as organotransition metal-catalyzed processes (e.g., palladium, rhodium, gold) will be developed in order to harness the synthetic potential of pyridine and related aza-heterocyclic anhydrobases. Development of asymmetric metal-catalyzed transformations also will be undertaken. This work could lead to more efficient methods for the general preparation of various nitrogen-containing heterocyclic ring systems. These types of compounds are ubiquitous in biologically active natural products and pharmaceuticals. Moreover, aza-heterocyclic derivatives are also common building blocks of functional materials such as organic light emitting diodes and organic semiconductors. Thus, successful execution of this project will impact numerous fields of important contemporary chemical research in areas ranging from organic synthesis and medicinal chemistry to materials research. In addition, this project will provide excellent training of undergraduate and graduate students, including those from groups historically underrepresented in the sciences.

在化学部化学综合计划资助的该项目中，爱荷华大学化学系的克里斯托弗·皮格（Christopher Pigge）教授将通过操纵烷基二二氢酮（赤二酶）（静脉烟酶）和相关中间体来调查构建AZA - 异环节系统的新方法。 虽然建立了赤烟酶，但尚未广泛探索它们作为合成中间体的使用。 在这个项目中，将开发出传统的键形成方法以及有机矫正金属催化的过程（例如，钯，若im，黄金），以利用吡啶和相关的AZA - 杂化性甲基氢酶的合成潜力。 还将进行不对称金属催化转化的发展。 这项工作可能导致更有效的方法，用于一般制备各种含氮的杂环环系统。 这些类型的化合物在生物活性天然产物和药物中无处不在。 此外，AZA - 异环节衍生物也是功能材料的常见构件，例如有机光发射二极管和有机半导体。 因此，该项目的成功执行将影响从有机合成和药物化学到材料研究的领域中重要的当代化学研究领域的众多领域。 此外，该项目将为本科生和研究生提供出色的培训，包括从历史上占科学人数不足的团体的培训。