Class II Directed Carbometalation Processes for Heterocycle Synthesis

用于杂环合成的 II 类定向碳金属化工艺

• 批准号: 7572838
• 负责人: GLENN C MICALIZIO
• 金额: $ 36.96万
• 依托单位: SCRIPPS FLORIDA
• 依托单位国家: 美国
• 财政年份: 2007
• 资助国家: 美国
• 起止时间: 2007-03-12 至 2012-02-28
• 项目状态: 已结题
• 来源: https://reporter.nih.gov/project-details/7572838
• 关键词: Alkenes; Alkynes; Amino Alcohols; Architecture; Biological; Biological Factors; Biology; Carbon Dioxide; Complex; Coupling; Development; Goals; Laboratories; Lactams; Ligands; Mediating; Medical; Medicine; Metals; Methods; Molecular; Nitrogen; Organic Chemistry; Pathway interactions; Pattern; Pharmacologic Substance; Play; Preparation; Principal Investigator; Process; Production; Public Health; Pyrroles; Reaction; Research; Research Activity; Research Proposals; Role; Site; System; Therapeutic; Work; base; dihydroxythiobinupharidine; ditryptophenaline; method development; novel therapeutics; piperidine; programs; small molecule

DESCRIPTION (provided by applicant): Synthetic organic chemistry plays a central role in the discovery and production of molecules with biological and medical significance. The long-term goal of our laboratory is to advance synthetic methods and strategies that allow for new directions in the discovery of such entities. This proposal describes the development of a suite of synthetic methods for the preparation of nitrogen-containing small molecules (acyclic and heterocyclic). As molecules of this class have been quite successful in the development of small molecule therapeutics, methods that facilitate the construction of such architectures are important for advancing biology, medicine, and public health. The central focus of this work is the development of bimolecular carbometalation reactions of substituted olefins and alkynes with azametallacyclopropenes, enabled by stepwise encapsulation of the metal center with heterobidentate organic ligands. Overall, we describe new methods for the synthesis of ene-1,5-aminoalcohols, saturated 1,5-aminoalcohols, piperidines, pyrroles, lactams and pyrroloindolines.

描述（由申请人提供）：合成有机化学在发现和生产具有生物学和医学意义的分子中起着核心作用。我们实验室的长期目标是推进合成方法和策略，这些方法和策略允许在发现此类实体的新方向。该建议描述了一套合成方法的发展，用于制备含氮的小分子（无环和杂环）。由于该类别的分子在开发小分子疗法方面非常成功，因此促进这种建筑的方法对于推进生物学，医学和公共卫生非常重要。这项工作的主要重点是取代的烯烃和炔烃与偶氮甲基丙二醇烯的双分子碳含量反应的发展，这是通过逐步封装了具有异化有机配体的金属中心的逐步封装来实现的。总体而言，我们描述了合成ENE-1,5-氨基醇，饱和1,5-氨基醇，哌啶，吡咯，吡咯，lacTAM和吡咯烷的新方法。