近日,北京大学焦宁团队研究了烯烃直接转化为炔烃。该研究于2026年3月16日发表在《自然》杂志上。
炔烃在有机化学中广泛用作原料化学品和官能团。然而,尽管从炔烃到烯烃的氢化反应已相当成熟,但逆向反应(烯烃转化为炔烃)的典型方法仍基于19世纪60年代报道的消除反应化学,且需使用强碱或高温等剧烈条件。这使得该方法难以普遍适用于功能化分子。
研究组报道了一种可循环使用的硒蒽试剂,可在温和条件下实现烯烃去饱和化生成炔烃。该方法对经典离去基团和敏感官能团均表现出广泛兼容性,能够应用于复杂炔烃后期高效合成阶段。此外,该平台可实现现有方法无法完成的Z/E烯烃构型反转或分选,凸显了其在多样化下游衍生反应中的巨大潜力。
附:英文原文
Title: Direct conversion from alkenes to alkynes
Author: Meng, Junhong, Liang, Yiqi, Xu, Ruilin, Cheng, Zengrui, Huang, Yilei, Shi, Hongwei, Chen, Yichi, Wang, Xi, Wei, Jialiang, Wang, Teng, Zhao, Binzhi, Jiao, Ning
Issue&Volume: 2026-03-16
Abstract: Alkynes are widely used as feedstock chemicals and functional groups in organic chemistry1,2. However, while the hydrogenation from an alkyne to an alkene is well established, typical methods for the reverse reaction – conversion of an alkene to an alkyne, are based on elimination chemistry reported in the 1860s3 and use forcing conditions (strong base or high temperatures)4-6. This precludes more general application on functional molecules. Here we report a recyclable selenanthrene reagent that mediates alkenes desaturation to alkynes under mild conditions. This method shows broad compatibility with both classical leaving groups and sensitive functional groups, enabling application late-stage in the efficient synthesis of complex alkynes. Moreover, this platform enables Z/E alkenes configuration inversion or sorting that are inaccessible with existing methods, highlighting its potential for diverse downstream derivatizations.
DOI: 10.1038/s41586-026-10372-3
Source: https://www.nature.com/articles/s41586-026-10372-3
官方网址:http://www.nature.com/
