不使用光催化剂的乙烯基胺可见光驱动合成法

IF 3.3 2区化学 Q1 CHEMISTRY, ORGANIC

The Journal of Organic Chemistry Pub Date : 2024-09-26 DOI:10.1021/acs.joc.4c01624

Koustav Pal, Debabrata Das, Krishna Gopal Ghosh, Devarajulu Sureshkumar

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引用次数: 0

摘要

我们利用 TMSN3 和 CsF，通过在氧气环境下形成 EDA 复合物，开发了一种可见光诱导的活化烯烃乙烯基胺化反应。在没有光的情况下，活化烯、CsF 和氧之间会形成 EDA 复合物。在光照下，络合物中的氧被激发，启动 HAT 过程。这种方法通过自由基途径高效合成乙烯基-胺衍生物，具有良好的官能团耐受性，并能在短时间内获得高产率。此外，后期官能化还能合成具有生物活性的杂环。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Visible-Light Driven Synthesis of Vinyl Amines without Photocatalyst

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Visible-Light Driven Synthesis of Vinyl Amines without Photocatalyst

We developed a visible-light-induced vinyl amination of activated alkenes using TMSN₃ and CsF through EDA complex formation under an oxygen atmosphere. Without light, the EDA complex forms between activated alkene, CsF, and oxygen. Upon exposure to light, oxygen in the complex gets excited, initiating the HAT process. This method efficiently synthesizes vinyl-amine derivatives via a radical pathway, demonstrating good functional group tolerance and high yields in a short time. Further, the late-stage functionalization enables the synthesis of biologically active heterocycles.

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来源期刊

The Journal of Organic Chemistry 化学-有机化学

CiteScore

6.20

自引率

11.10%

发文量

1467

审稿时长

2 months

期刊介绍： The Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.