通过自由基重排,能量转移(EnT)介导的非活化炔的立体选择性芳基异官能化

IF 3.6 2区 化学 Q1 CHEMISTRY, ORGANIC
Xin-Chao Meng, Tian-Xiong Pan, Feng Yang, Hai-Xi Zhu, Yu-Wen Huang, Bo-Rong Leng*, De-Cai Wang* and Yi-Long Zhu*, 
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引用次数: 0

摘要

在这项研究中,我们提出了一种新的无催化剂能量转移介导的自由基重排策略,用于非活化炔的芳基杂官能团化,从而合成具有特殊立体选择性的多官能团烯烃。这种由可见光驱动的创新方法,通过消除对过渡金属、外部氧化剂和光催化剂的依赖,体现了绿色化学原理。通过成功合成各种化合物,包括乙烯基砜、乙烯基硒化物和乙烯基硫化物,证明了我们方法的广泛适用性。初步的机制见解提出了一种能量转移机制,突出了这种新策略的效率和选择性。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Energy Transfer (EnT)-Mediated Stereoselective Aryl-Heterofunctionalization of Unactivated Alkynes via Radical Rearrangement

Energy Transfer (EnT)-Mediated Stereoselective Aryl-Heterofunctionalization of Unactivated Alkynes via Radical Rearrangement

In this study, we present a novel catalyst-free energy transfer mediated radical rearrangement strategy for the aryl-heterofunctionalization of unactivated alkynes, leading to the synthesis of polyfunctional olefins with exceptional stereoselectivity. This innovative approach, driven by visible light, exemplifies green chemistry principles by eliminating the reliance on transition metals, external oxidants, and photocatalysts. The broad applicability of our method is demonstrated through the successful synthesis of a diverse array of compounds, including vinyl sulfones, vinyl selenides, and vinyl sulfides. Preliminary mechanistic insights suggest an energy transfer mechanism, highlighting the efficiency and selectivity of this novel strategy.

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来源期刊
Journal of Organic Chemistry
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: 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.
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