活化烯烃的可见光活化自由基炔基硼化反应

IF 2.2 4区化学 Q2 CHEMISTRY, ORGANIC

Synthesis-Stuttgart Pub Date : 2023-10-31 DOI:10.1055/s-0042-1751512

Jin Xie, Congjun Zhu, Shunruo Yao

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引用次数: 0

摘要

摘要介绍了用n -杂环碳烷(NHC)硼烷和炔基溴进行烯烃自由基双官能化的光氧化催化方案。炔基硼化双官能化反应包括光氧化还原生成硼基自由基，随后自由基加成到双键上，然后捕获炔基溴形成C-C键。该方法具有反应条件温和、化学选择性好、底物范围广、收率高达89%等特点。香豆素衍生物的改性表明，该方法为合成炔基硼化络合物提供了一条有用的途径。

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-Enabled Radical Alkynylborylation of Activated Alkenes

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Visible-Light-Enabled Radical Alkynylborylation of Activated Alkenes

Abstract A photoredox-catalyzed protocol for performing radical difunctionalization of alkenes using N-heterocyclic carbene (NHC) boranes and alkynyl bromines is described. The alkynylborylation difunctionalization reaction involves photoredox generation of boryl radical, with subsequent radical addition to the double bond followed by the capture of alkynyl bromide to form a C–C bond. This method features mild reaction conditions, remarkable chemoselectivity, broad substrate scope and good to excellent yields (up to 89%). The modification of coumarin derivatives indicates that this approach can provide a useful route for the synthesis of complex alkynylborylated products.

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来源期刊

Synthesis-Stuttgart 化学-有机化学

CiteScore

4.50

自引率

7.70%

发文量

435

审稿时长

1 months

期刊介绍： SYNTHESIS is an international full-paper journal devoted to the advancement of the science of chemical synthesis. It covers all fields of organic chemistry involving synthesis, including catalysis, organometallic, medicinal, biological, and photochemistry, but also related disciplines. SYNTHESIS provides dependable research results with detailed and reliable experimental procedures and full characterization of all important new products as well as scientific primary data.