Designing Ligand Platforms of Titanium Imido Catalysts and Statistically Screening Alkyne Substrates for [2+2+1] Regioselective Pyrrole Synthesis

项目摘要/摘要 取代吡咯是制药、材料和天然材料中的关键有机构件。 然而，这些脚手架往往是难以对付的靶子。最近，一种钛亚胺络合物被 发现该催化剂能有效地催化由简单的炔烃和双氮烯合成吡咯 起始材料。这种三组分的氧化偶联为催化反应提供了一种新的方法 吡咯的合成，有可能成为有机合成的有价值的合成工具 含有吡咯核心的药物和天然产品。这项研究提案旨在 通过控制催化剂来改进吡咯的区域选择性合成，从而扩大这项工作，并改进 通过调节芳基硫化物来调节辅助配体的电子性质的反应速度。 此外，氮气还将被用作合成吡咯的新氮源。

Project Summary/Abstract Substituted pyrroles are pivotal organic building blocks in pharmaceuticals, materials, and natural products, however, these scaffolds are often difficult targets. Recently, a titanium imido complex was found to be effective in catalyzing [2+2+1] synthesis of pyrroles using simple alkyne and diazene starting materials. This three-component oxidative coupling offers a new methodology for catalytic pyrrole synthesis and has the potential to be a valuable synthetic tool for organic synthesis of pharmaceuticals and natural products containing a pyrrole core. This research proposal seeks to expand this work by improving regioselective synthesis of pyrroles via catalyst control and to improve rates of reaction by tuning electronic properties of ancillary ligands by modulating arylchalcogenides. In addition, dinitrogen will also be utilized as a new nitrogen source for pyrrole synthesis.