EAPSI: Catalyst Development for the Synthesis of Acylated Aromatic Compounds

碳-碳键形成反应在合成化学领域中无处不在，使得药物和材料的战略构建成为可能。虽然存在许多方法，但简单、有效和温和的条件对于易于制备和经济可持续性是理想的。 金属催化剂不断被开发以满足这些需求，并且新催化剂的设计可以为这一奋进提供进一步的进展。主持研究的大坂大学的Tobisu Mamoru博士最近报告了一种碳硼键形成反应，可以产生有价值的化学构建模块。托比苏博士的手下吗的指导下，该研究将优化第一代催化剂，用于碳-碳键形成。本项目的目的是开发一种铑催化剂，用于吡啶氧基导向基团的温和C-O酰化反应。吡啶基导向基团在芳香族底物的区域选择性C-H活化中已经取得了巨大的成功，然而，它们的去除限制了它们在合成应用中的效用。Tobisu博士最近开发了相应的C-O硼基化反应，为拟议的转化奠定了先例。EAPSI项目将允许合成酰化芳族化合物，这是化学合成的有用中间体，在天然产物和药物中普遍存在。这类催化剂的开发也将进一步从根本上理解铑配合物的反应性。东亚和太平洋夏季研究所计划下的这个奖项支持美国研究生的夏季研究，由NSF和日本科学促进会共同资助。

Carbon-carbon bond forming reactions are ubiquitous in the realm of synthetic chemistry, allowing the strategic construction of pharmaceuticals and materials alike. Although many methods exist, simple, efficient, and mild conditions are desirable for ease of preparation and economic sustainability. Metal-catalysts are constantly being developed to satisfy these needs, and the design of new catalysts can provide further progress towards this endeavor. The host researcher, Dr. Tobisu Mamoru at Osaka University, has recently reported a carbon-boron bond forming reaction to yield valuable chemical building blocks. Under Dr. Tobisu?s guidance, the research will optimize the first generation of catalysts for application to carbon-carbon bond formation. This work will lead to the development of synthetic methods useful for the efficient preparation of pharmaceutically relevant acylated aromatics.This project aims to develop a rhodium catalyst for the mild C-O acylation of pyridyloxy directing groups. Pyridyl directing groups have seen great success in the regioselective C-H activation of aromatic substrates, however, their removal is limiting to their utility in synthetic applications. Dr. Tobisu has recently developed the corresponding C-O borylation reaction, setting the precedent for the proposed transformation. The EAPSI project will allow for the synthesis of acylated aromatics, which are useful intermediates for chemical synthesis and are prevalent among natural products and pharmaceuticals. Development of such catalysts will also further the fundamental understanding of reactivity of rhodium complexes. This award under the East Asia and Pacific Summer Institutes program supports summer research by a U.S. graduate student and is funded jointly by NSF and the Japan Society for the Promotion of Science.