Gómez I Jénnifer, Mariño Cristina, Pérez Dolores, Guitián Enrique, Peña Diego
Centro Singular de Investigación en Química Biolóxica e Materiais Moleculares (CiQUS), Departamento de Química Orgánica, Universidade de Santiago de Compostela 15782 Santiago de Compostela Spain
Centro Interdisciplinar de Química e Bioloxía (CICA), Universidade da Coruña 15071 A Coruña Spain.
RSC Adv. 2024 Oct 23;14(46):33747-33750. doi: 10.1039/d4ra04499a.
Multicomponent reactions are powerful strategies for synthesizing complex molecules in an efficient manner. In this work, we investigate a novel multicomponent reaction involving arynes, imines, and nitriles, leading to chiral β-aminonitriles. Notably, two new bonds (C-C and C-N) are formed in one step without the use of metal catalysts, showing the great potential of this transformation. We demonstrate that this synthetic methodology is compatible with different arynes and imines, and propose a reasonable reaction mechanism initiated by the nucleophilic addition of the imine to the aryne.
多组分反应是高效合成复杂分子的有力策略。在这项工作中，我们研究了一种涉及芳炔、亚胺和腈的新型多组分反应，该反应可生成手性β-氨基腈。值得注意的是，在不使用金属催化剂的情况下一步形成了两个新键（C-C键和C-N键），这表明了这种转化具有巨大潜力。我们证明了这种合成方法与不同的芳炔和亚胺兼容，并提出了一种由亚胺对芳炔的亲核加成引发的合理反应机理。
