膦酰保护基促进选择性Hay偶联制备非对称1,3-二炔（英文）

Phosphoryl Protecting Group Enabled Facile Synthesis of Unsymmetrical 1,3-Diynes by Selective Hay Coupling

报道了芳香末端炔烃与单膦酰基-保护二炔的选择性Hay偶联反应. Ph_2P(O)的极性使得产物非对称1,3-二炔易与副产物分离.单膦酰基-保护二炔的低反应活性减少了自身氧化偶联,从而提高了目标产物的产率.很多芳香末端炔烃与单膦酰基-保护二炔都能应用于本Hay偶联反应,且相应非对称1,3-二炔产物的产率为中等到好.产物非对称1,3-二炔能用于合成非对称炔-二炔烃及环多炔烃.

A selective Hay coupling reaction of aromatic terminal acetylenes and monophosphoryl-protected diynes was developed.The polarity of Ph2P(O) realized facile isolation of the desired unsymmetrical 1,3-diynes from by-products.The low reactivity of monophosphoryl-protected diynes reduced the oxidative homocoupling of itself and enhanced the yields of desired products.A number of aromatic terminal acetylenes and monophosphoryl-protected diynes were tolerated in this reaction,and all the corresponding unsymmetrical 1,3-diynes could be obtained in moderate to good yields.The unsymmetrical 1,3-diynes could be applied to synthesize unsymmetrical yne-diynes and cyclic polyynes.