Gold‐Catalyzed Cyclizations and [3+2]‐Annulation Cascades between 1,5‐Diyn‐3‐ols and Nitrones to Construct Carbazole Frameworks
作者:Sudhakar Dattatray Tanpure、Manoj Dilip Dhole、Rai‐Shung Liu
DOI:10.1002/adsc.202300711
日期:2023.9.5
Gold-catalyzed cascade reactions between 1,5-diyn-3-ols and nitrones to deliver carbazole derivatives are described. Such cascade reactions are applicable to facile synthesis of polyaromatic compounds containing carbazole subunits. Notably, the reaction mechanism involves unexpected oxoarylations, rather than oxidative Mannich reactions as known for but-1-yn-4-ols. Our control experiments indicate
描述了 1,5-二炔-3-醇和硝酮之间金催化级联反应产生咔唑衍生物。这种级联反应适用于含有咔唑亚基的聚芳族化合物的简便合成。值得注意的是,反应机制涉及意想不到的氧芳基化,而不是已知的 but-1-yn-4-ols 的氧化曼尼希反应。我们的对照实验表明,由于金和该炔烃之间的键合较弱,1,5-二炔-3-醇中第二个炔烃的存在使得这种氧芳基化成为可能,从而使束缚醇的构象灵活性降低。