Departamento de Química Orgánica, Universidade de Santiago de Compostela, Santiago de Compostela, Spain.
Org Lett. 2011 Mar 4;13(5):960-3. doi: 10.1021/ol103001k. Epub 2011 Feb 3.
Arynes react with ethoxyacetylene to afford 2-ethoxyethynylaryl derivatives through a highly chemo- and regioselective formal insertion of the aryne into the C(sp)-O(sp(3)) bond of the alkyne. Computational studies suggest that the reaction does not proceed through a mechanism initiated by the nucleophilic addition of the oxygen atom to the aryne as previously proposed but by the addition of the triple bond of the alkyne to the aryne.
芳炔与乙氧基乙炔反应，通过芳炔对炔烃的 C(sp)-O(sp(3))键的高化学选择性和区域选择性的形式插入，得到 2-乙氧基乙炔基芳基衍生物。计算研究表明，该反应不是通过先前提出的氧原子对芳炔的亲核加成引发的机制进行，而是通过炔烃的三键加成到芳炔进行。
