New Strategies and Reactions for the α-C–H Functionalization and Hydrofunctionalization of Carbon–Carbon Multiple Bonds

碳-碳多重键α-C-H官能化和氢官能化的新策略和反应

• 批准号: 10276217
• 负责人: Yiming Wang
• 金额: $ 36.75万
• 依托单位: UNIVERSITY OF PITTSBURGH AT PITTSBURGH
• 依托单位国家: 美国
• 财政年份: 2021
• 资助国家: 美国
• 起止时间: 2021-07-01 至 2026-06-30
• 项目状态: 未结题
• 来源: https://reporter.nih.gov/project-details/10276217
• 关键词: Achievement; Alkenes; Alkynes; Area; Biomedical Research; Carbon; Chemistry; Complex; Development; Electrons; Generations; Iron; Methodology; Methods; Pharmacologic Substance; Positioning Attribute; Preparation; Production; Public Health; Reaction; Reagent; Research; Series; base; catalyst; drug development; drug discovery; functional group; health goals; pi bond

Project Summary The objective of this project is the development of a series of new organic methods through nontraditional approaches for the activation of the π-bonds of alkynes and alkenes, along with their associated propargylic and allylic positions. These methods greatly increase the versatility of these functional groups, providing streamlined access to substructures and motifs that regularly occur in compounds of relevance to biomedical research. In particular, in the first research area, we develop iron-based catalysts for the catalytic generation of nucleophilic propargyl and allyl equivalents. The production of these catalytic intermediates will allow for the formation of C–C and C–X bonds in a variety of synthetically useful and biomedically relevant contexts. In the second research area, we develop methods that take advantage of a newly discovered series for reagents and conditions for the generation of electron-deficient vinyl intermediates from alkynes. These reagents and conditions enable the development of vinyl electrophile chemistry in complex, late-stage contexts for the synthesis of heterocyclic derivatives and trisubstituted olefins in a stereodefined manner. These new methods will allow for drug discovery and development efforts to take place in an accelerated manner to exert a positive impact on public health.

项目概要 该项目的目标是通过非传统方法开发一系列新的有机方法 活化炔烃和烯烃的 π 键及其相关的炔丙基的方法 这些方法极大地增加了这些官能团的多功能性，提供了 简化对生物医学相关化合物中经常出现的子结构和基序的访问 特别是，在第一个研究领域，我们开发用于催化发电的铁基催化剂。 这些催化中间体的生产将允许亲核的炔丙基和烯丙基等价物。 在各种合成有用和生物医学相关的环境中形成 C-C 和 C-X 键。 第二个研究领域，我们开发了利用新发现的一系列试剂和 从炔烃生成缺电子中间体乙烯基的条件这些试剂和 条件使得乙烯基亲电化学在复杂的后期环境中得以发展 以立体定义的方式合成杂环衍生物和三取代烯烃这些新方法。 将加速药物发现和开发工作，发挥积极作用 对公众健康的影响。