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

在这个由化学系化学合成项目资助的项目中，爱荷华州大学化学系的Christopher Pigge教授将研究通过操作烷叉二氢吡啶（脱水碱）和相关中间体来构建氮杂杂环系统的新方法。 虽然无水碱是已确定的化合物，但它们作为合成中间体的用途尚未得到广泛探索。 在该项目中，传统的键形成方法以及有机过渡金属催化的方法（例如，钯、铑、金）以利用吡啶和相关的氮杂杂环无水碱的合成潜力。 不对称金属催化转化的发展也将进行。 这项工作可能会导致更有效的方法，为各种含氮杂环系统的一般制备。 这些类型的化合物普遍存在于具有生物活性的天然产物和药物中。 此外，氮杂杂环衍生物也是有机发光二极管和有机半导体等功能材料的常见结构单元。 因此，该项目的成功实施将影响从有机合成和药物化学到材料研究等领域的许多重要当代化学研究领域。 此外，该项目还将为本科生和研究生提供出色的培训，包括那些来自历史上在科学领域代表性不足的群体的学生。

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.