In-flow Preparation and use of Diazo Compounds for Heterocycle Construction

用于杂环结构的重氮化合物的在线制备和应用

• 批准号: EP/G027919/1
• 负责人: Christopher Hayes
• 金额: $ 32.34万
• 依托单位: University of Nottingham
• 依托单位国家: 英国
• 项目类别: Research Grant
• 财政年份: 2009
• 资助国家: 英国
• 起止时间: 2009 至 无数据
• 项目状态: 已结题
• 来源: https://gtr.ukri.org/projects?ref=EP%2FG027919%2F1
• 关键词: flow; Preparation; use; Diazo; Compounds

Heterocyclic compounds, ring structures in which one or more carbon atom is replaced by nitrogen, oxygen or sulfur are of vast importance. They account for well over half of all known organic compounds, and many classes of natural products, as well as a large majority of commercially important medicines, agrochemicals and reprographic materials, contain heterocyclic rings. Hence the synthesis and study of such compounds is a subject of immense significance, both in academia and industry. The commercial relevance of heterocyclic compounds is amply demonstrated by the list of best selling pharmaceuticals - for the year 2006, six of the top ten best sellers were nitrogen heterocycles with combined sales of $41 billion. This proposal, which has the full support of Pfizer, seeks support to develop efficient in-flow routes to heterocyclic compounds, based on the versatile chemistry of diazo compounds.

杂环化合物、其中一个或多个碳原子被氮、氧或硫取代的环结构非常重要。它们占所有已知有机化合物的一半以上，许多类别的天然产物以及大多数商业上重要的药物、农用化学品和复印材料都含有杂环。因此，此类化合物的合成和研究在学术界和工业界都是一个具有重大意义的课题。最畅销药物列表充分证明了杂环化合物的商业相关性 - 2006 年，前十名最畅销药物中有六种是氮杂环化合物，总销售额达 410 亿美元。该提案得到了辉瑞公司的全力支持，寻求支持以基于重氮化合物的多功能化学特性开发杂环化合物的高效流入途径。

项目成果

C-H Insertion as a Key Step to Spiro-Oxetanes, Scaffolds for Drug Discovery.

C-H 插入是螺环氧杂环丁烷（药物发现支架）的关键步骤。

• DOI: http://dx.10.1002/chem.201703746
• 发表时间: 2017
• 期刊: Chemistry (Weinheim an der Bergstrasse, Germany)
• 作者: Nicolle SM

Nucleophilic fluorination of ß-ketoester derivatives with HBF4.

使用 HBF4 对 α-酮酯衍生物进行亲核氟化。

• DOI: http://dx.10.1039/c2cc37284c
• 发表时间: 2012
• 期刊: Chemical communications (Cambridge, England)
• 作者: Pasceri R

Synthesis of ß-keto esters in-flow and rapid access to substituted pyrimidines.

α-酮酯的合成在流程中并快速获得取代的嘧啶。

• DOI: http://dx.10.1021/jo101783m
• 发表时间: 2010
• 期刊: The Journal of organic chemistry
• 作者: Bartrum HE

Rapid access to a-alkoxy and a-amino acid derivatives through safe continuous-flow generation of diazoesters.

通过安全连续流动生成重氮酯，快速获得α-烷氧基和α-氨基酸衍生物。

• DOI: http://dx.10.1002/chem.201101590
• 发表时间: 2011
• 期刊: Chemistry (Weinheim an der Bergstrasse, Germany)
• 作者: Bartrum HE

Continuous-flow generation of diazoesters and their direct use in S-H and P-H insertion reactions: synthesis of a-sulfanyl, a-sulfonyl, and a-phosphono carboxylates

重氮酯的连续流动生成及其在 S-H 和 P-H 插入反应中的直接使用：a-硫烷基、a-磺酰基和 a-膦酰基羧酸酯的合成

• DOI: http://dx.10.1016/j.tet.2013.01.020
• 发表时间: 2013
• 期刊: Tetrahedron
• 影响因子: 2.1
• 作者: Bartrum H