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Unprecedented Intramolecular Reactions of Heteroallene Salts for the Synthesis of Architecturally Diverse Nitrogen Heterocycles

杂联烯盐前所未有的分子内反应用于合成结构多样的氮杂环

基本信息

批准号：
1362286
负责人：
Matthias Brewer
金额：
$ 41.5万
依托单位：
University of Vermont & State Agricultural College
依托单位国家：
美国
项目类别：
Standard Grant
财政年份：
2014
资助国家：
美国
起止时间：
2014-06-01 至 2018-05-31
项目状态：
已结题

来源：
https://www.nsf.gov/awardsearch/showAward?AWD_ID=1362286&HistoricalAwards=false
关键词：
Unprecedented Intramolecular Reactions Heteroallene Salts

项目摘要

With this New award, the Chemical Synthesis Program supports Professor Matthias Brewer of University of Vermont & State Agricultural College in a project investigating new chemical syntheses that will provide routes to a variety of structurally complex molecules. Several of these new transformations will follow unique routes that are not accessible by current synthetic methods. The new organic molecules that will be prepared will be of fundamental importance to researchers seeking to develop new pharmaceuticals and other molecules of biological interest. These studies will provide a mechanism for the training of developing scientists in the areas of synthetic organic chemistry, reaction design, total synthesis and complex structure elucidation. This project will also give a summer research experience to an economically disadvantaged high school student.The project will investigate the intramolecular reactions of in situ-generated 1-aza-2-azoniaallene salts in the synthesis of nitrogen heterocycles. Aspects of these novel heteroallene salts that will be explored include C-H insertion reactions, reactions involving aziridinium ion intermediates, cycloaddition reactions and the use of this methodology for the total synthesis of (+)-ibophyllidine. This work will provide new ways to prepare structurally complex nitrogen heterocycles under mild, low temperature, conditions.

有了这个新奖项，化学合成项目支持佛蒙特州立农业学院的Matthias Brewer教授的一个研究新化学合成的项目，该项目将为各种结构复杂的分子提供途径。其中一些新的转换将遵循当前合成方法无法访问的独特路线。将制备的新的有机分子将对寻求开发新药和其他生物分子的研究人员具有至关重要的意义。这些研究将为在合成有机化学、反应设计、全合成和复杂结构解析等领域培养发展中的科学家提供一种机制。该项目还将为一名经济困难的高中生提供暑期研究经验。本项目将研究氮杂环合成中原位生成的1-氮杂-2-氮杂二烯盐的分子内反应。这些新的杂二烯盐将被探索的方面包括碳氢插入反应，涉及氮铱离子中间体的反应，环加成反应和使用这种方法进行(+)-ibophyllidine的全合成。这项工作将为在温和、低温条件下制备结构复杂的氮杂环化合物提供新的途径。