Electrosynthesis of 1,4-diene derivatives bearing cyclopentene skeleton

IF 4.1 2区 综合性期刊 Q1 MULTIDISCIPLINARY SCIENCES iScience Pub Date : 2025-02-10 DOI:10.1016/j.isci.2025.111976
Yaqi Qiao , Xiaoqing Fan , Chengcheng Yuan , Zheng Fang , Chengkou Liu
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Abstract

1,n-Dual Π systems including 1,4-diene derivatives have been widely used as the elegant radical receptors to promote cascade radical additions to give the highly functionalized polycyclic scaffolds. However, the tedious and complicated preparation of the former deters broad utilization and compromises the practical value. Herein, a straightforward preparation of 1,4-diene derivatives was developed from the easily accessible alkynes and γ,δ-unsaturated carboxylic acids via electrochemical oxidation cyclization and Hofmann elimination. This transformation features with good to excellent yields, functional group compatibility, and selectivity without any Zaitsev elimination product detected.

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含环戊烯骨架的1,4-二烯衍生物的电合成
含有1,4-二烯衍生物的1,n-双Π体系已被广泛用作优雅的自由基受体,以促进级联自由基添加以获得高度功能化的多环支架。但前者制备繁琐复杂,阻碍了其广泛应用,降低了其实用价值。本文通过电化学氧化环化和Hofmann消去,以易获得的炔和γ,δ-不饱和羧酸为原料,直接制备了1,4-二烯衍生物。该转化具有良好至优异的产率、官能团相容性和选择性,不检测到任何扎伊采夫消除产物。
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来源期刊
iScience
iScience Multidisciplinary-Multidisciplinary
CiteScore
7.20
自引率
1.70%
发文量
1972
审稿时长
6 weeks
期刊介绍: Science has many big remaining questions. To address them, we will need to work collaboratively and across disciplines. The goal of iScience is to help fuel that type of interdisciplinary thinking. iScience is a new open-access journal from Cell Press that provides a platform for original research in the life, physical, and earth sciences. The primary criterion for publication in iScience is a significant contribution to a relevant field combined with robust results and underlying methodology. The advances appearing in iScience include both fundamental and applied investigations across this interdisciplinary range of topic areas. To support transparency in scientific investigation, we are happy to consider replication studies and papers that describe negative results. We know you want your work to be published quickly and to be widely visible within your community and beyond. With the strong international reputation of Cell Press behind it, publication in iScience will help your work garner the attention and recognition it merits. Like all Cell Press journals, iScience prioritizes rapid publication. Our editorial team pays special attention to high-quality author service and to efficient, clear-cut decisions based on the information available within the manuscript. iScience taps into the expertise across Cell Press journals and selected partners to inform our editorial decisions and help publish your science in a timely and seamless way.
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