N-Sulfonyltriazoles as Carbene Precursors

作为卡宾前体的 N-磺酰三唑

• 批准号: 9102151
• 负责人: HUW M DAVIES
• 金额: $ 35.94万
• 依托单位: EMORY UNIVERSITY
• 依托单位国家: 美国
• 财政年份: 2011
• 资助国家: 美国
• 起止时间: 2011-09-20 至 2019-05-31
• 项目状态: 已结题
• 来源: https://reporter.nih.gov/project-details/9102151
• 关键词: Amino Acids; Area; Benzene; Biological; Biomedical Research; Chemistry; Development; Drug Targeting; Foundations; Generations; Goals; Health; Indoles; Libraries; Metals; Methodology; Methods; Natural Products; Organic Synthesis; Pharmaceutical Preparations; Pharmacologic Substance; Play; Procedures; Protocols documentation; Reaction; Research; Rhodium; Role; Series; Site; Source; carbene; catalyst; design; diazo compound; drug candidate; interest; novel; programs; scaffold

 DESCRIPTION (provided by applicant): The central goal of this research program is to develop new strategic reactions that will have broad impact in organic synthesis and on the methods used for the synthesis of new pharmaceutical agents. The particular area of emphasis will be on rhodium- stabilized carbenoids containing both donor and acceptor groups, which are capable of a range of synthetically useful transformations. The chemistry of these carbenoids is unusually rich and has resulted in several new strategic reactions for synthesis. In order to develop this chemistry fully it will be necessary to expand the range of donor groups that can be used. The traditional approach to the donor/acceptor carbenes is from diazo compounds, and this limits the type of donor groups to aryl, heteroaryl, and some alkenyl derivatives. In this proposal focuses on the use of N-sulfonyltriazoles to broaden the scope of donor/acceptor carbenes with a particular emphasis on the development of amino- and alkoxy substituted carbene derivatives. It is projected that these studies will result in the development of new synthetic methods that are distinct from those possible with the established rhodium carbenes derived from diazoacetates. These methods will be showcased by their use in the synthesis of biologically relevant natural products and important pharmaceutical drug scaffolds.

 描述（由申请人提供）：本研究计划的中心目标是开发新的战略反应，这些反应将对有机合成和用于合成新药剂的方法产生广泛影响。特别强调的领域将是铑稳定的类卡宾含有供体和受体基团，这是能够在一系列的合成有用的转换。这些类卡宾的化学性质异常丰富，并导致了几种新的合成战略反应。为了充分发展这种化学，有必要扩大可以使用的供体基团的范围。传统的给体/受体卡宾的制备方法是重氮化合物，这将给体基团的类型限制为芳基、杂芳基和一些烯基衍生物。在这个建议中，重点是使用N-磺酰基三唑，以扩大范围的供体/受体卡宾，特别强调的氨基和烷氧基取代的卡宾衍生物的发展。据预测，这些研究将导致新的合成方法的发展，是不同于那些可能与已建立的铑卡宾衍生自重氮乙酸酯。这些方法将通过它们在生物相关的天然产物和重要的药物支架的合成中的应用来展示。