Copper-catalyzed oxidative carbon-carbon bond forming processes

铜催化氧化碳-碳键形成过程

• 批准号: 514315-2017
• 负责人: Lundgren, Rylan
• 金额: $ 9.11万
• 依托单位: University of Alberta
• 依托单位国家: 加拿大
• 项目类别: Idea to Innovation
• 财政年份: 2017
• 资助国家: 加拿大
• 起止时间: 2017-01-01 至 2018-12-31
• 项目状态: 已结题
• 来源: https://www.nserc-crsng.gc.ca/ase-oro/Details-Detailles_eng.asp?id=618946
• 关键词: Copper; catalyzed; oxidative; carbon; bond

The pharmaceutical and fine chemical sectors must prepare diverse, complex small molecules in a resource efficient manner. Consistent with this endeavor, our research group has established a series of chemical processes for the rapid construction of high-value organic compounds. Our novel strategy forms carbon-carbon bonds from stable and abundant precursors (aryl boronic acid and carboxylic acid derivatives) using a copper mediator or catalyst. Exceptionally mild conditions are enabled by the in situ regeneration of the copper promoter by oxygen in ambient air. This new methodology has been used to prepare polyfunctionalized chemical building blocks and to diversify drug molecules. In order to ensure uptake of the process by commercial partners and to expand our IP landscape we aim to: 1) demonstrate this method in the synthesis of pharmaceutically relevant, molecular substructures; 2) confirm the scalability/robustness of the process to deliver tens to hundreds of grams of product; 3) identify new catalysts that promote improved reactivity and scope at reduced metal-loadings; 4) further develop collaboration and licensing relationships with partners in the pharmaceutical/custom synthesis/chemical manufacturing sectors.

制药和精细化工行业必须以资源有效的方式制备多样化的复杂小分子。与这一奋进相一致，我们的研究小组已经建立了一系列快速构建高价值有机化合物的化学过程。我们的新策略使用铜介体或催化剂从稳定和丰富的前体（芳基硼酸和羧酸衍生物）形成碳-碳键。通过在环境空气中的氧气原位再生铜促进剂，能够实现异常温和的条件。这种新的方法已被用于制备多功能化的化学结构单元和多样化的药物分子。为了确保商业合作伙伴采用该方法并扩大我们的知识产权范围，我们的目标是：1）在合成药学相关的分子亚结构中证明该方法; 2）确认该方法的可扩展性/稳健性，以提供数十至数百克的产品; 3）确定新的催化剂，其在减少的金属负载下促进改进的反应性和范围; 4）进一步发展与制药/定制合成/化学品制造部门合作伙伴的合作和许可关系。