Dong Jie, Lei Yu, Hu Qiong, Zong Lingli, Zhang Ke, Zhang Yajuan, Hu Yimin
Laboratory of Functional Molecular Solids, Ministry of Education, Anhui Key Laboratory of Molecular-Based Materials, School of Chemistry and Materials Science, Anhui Normal University, Wuhu, Anhui 241000, China.
Org Biomol Chem. 2023 Mar 29;21(13):2715-2719. doi: 10.1039/d2ob02046g.
A method for the hydroalkynylation and catalytic cyclization reactions of hexadehydro-Diels-Alder-derived benzynes is described. Diethynylbenzene derivatives are generated in a one-step reaction trimethylsilyl-alkyne groups with benzyne formed by heating the appropriate tetrayne substrate. Trimethyl(phenylethynyl)silane loses TMS and binds to the electron-deficient site on HDDA-derived benzynes, and then phenanthrene was synthesized under mild reaction conditions by transition-metal-free, base promoted intramolecular cyclization.
描述了一种用于十六脱氢 - 狄尔斯 - 阿尔德衍生的苯炔的氢炔基化和催化环化反应的方法。通过加热适当的四炔底物，使三甲基甲硅烷基 - 炔基与苯炔在一步反应中生成二乙炔基苯衍生物。三甲基（苯乙炔基）硅烷失去三甲基硅基并与十六脱氢 - 狄尔斯 - 阿尔德衍生的苯炔上的缺电子位点结合，然后在温和的反应条件下通过无过渡金属、碱促进的分子内环化反应合成菲。
