钯催化1,3-二烯烷基化制备5- 14元n -杂环

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-03-12 DOI:10.1021/acs.orglett.5c0050810.1021/acs.orglett.5c00508

Guang-Qiang Tan, Qiao-Ling Zhou, Hai-Tao Qin and Feng Liu*,

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引用次数: 0

摘要

中型环在药物化学中具有很大的应用潜力，但很难通过直接环化反应得到。本文报道了一种多用途、温和的光催化方法，通过自由基介导的磺酰胺与1,3-二烯的环化合成中、大尺寸的乙烯基n -杂环。该反应涉及烷基卤化物自由基的生成和π-烯丙基钯的环化。该方法可为通过Pd催化构建具有中、大环的n -杂环提供一个通用平台。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Access to 5- to 14-Membered N-Heterocycles by Alkylamination of 1,3-Dienes via Palladium Catalysis

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Access to 5- to 14-Membered N-Heterocycles by Alkylamination of 1,3-Dienes via Palladium Catalysis

Medium-sized rings show great potential in medicinal chemistry but are difficult to achieve via direct cyclization reaction. We herein report a versatile and mild photocatalytic approach for synthesis of medium- and large-sized vinyl N-heterocycles by radical-mediated cyclization of sulfonamides with pendant 1,3-dienes. The reaction involves the generation of radicals from alkyl halides and cyclization of π-allylpalladium species. This method could serve as a versatile platform for the construction of N-heterocycles with medium- and large-sized rings via Pd catalysis.

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来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.