Thermal [2 + 2]-cycloaddition between silylalkynes and allenylphenols followed by the nucleophilic addition of water: metal-free and economical synthesis of arylcyclobutenals
Thermal [2 + 2]-cycloaddition between silylalkynes and allenylphenols followed by the nucleophilic addition of water: metal-free and economical synthesis of arylcyclobutenals
复制标题
DOI：
10.1039/c9gc04184b
复制
发表时间：
2020-02
期刊：
影响因子：
9.8
通讯作者：
Shohei Ohno;Ramon Francisco Avena;H. Aoyama;H. Fujioka;M. Arisawa
中科院分区：
文献类型：
--
作者：
Shohei Ohno;Ramon Francisco Avena;H. Aoyama;H. Fujioka;M. Arisawa
在此，我们报告了一个前所未有的热[2 + 2]-环加成之间的硅烷基炔和丙二烯基酚，形成一个芳香化的环丁并色烯中间体，然后通过亲核加成水，得到官能化的芳基环丁烯醛。该反应是原子和罐经济的，因为起始材料中包含的所有原子都保留在最终产物中，不需要其他反应物，并且它在一锅中进行。
Herein, we report an unprecedented thermal [2 + 2]-cycloaddition between silylalkynes and allenylphenols to form an aromatizing cyclobutachromene intermediate, followed by the nucleophilic addition of water to yield functionalized arylcyclobutenals. This reaction is atom- and pot-economical because all the atoms contained in the starting material are retained in the final product, no other reactants are required, and it proceeds in one-pot.