Divergent synthesis of 3,4-dihydrodibenzo[<i>b</i>,<i>d</i>]furan-1(2<i>H</i>)-ones and isocoumarins <i>via</i> additive-controlled chemoselective C–C or C–N bond cleavage
作者:Youpeng Zuo、Xinwei He、Yi Ning、Lanlan Zhang、Yuhao Wu、Yongjia Shang
DOI:10.1039/c7nj03799f
日期:——
Rh(III)-Catalyzed C–C/C–O bond formation between cyclic 2-diazo-1,3-diketones and salicylamides with additive-controlled chemoselectivity is described. The reaction proceeded under mild reaction conditions and exhibited good functional group tolerance and scalability. 3,4-Dihydrodibenzo[b,d]furan-1(2H)-ones were obtained in moderate to excellent yields (55–90%) through a tandem N–H activation/C–C cleavage/etherification
Rh(III)催化了环状2-重氮1,3-二酮与水杨酰胺之间具有添加剂控制的化学选择性的C–C / C–O键形成。反应在温和的反应条件下进行,并表现出良好的官能团耐受性和可扩展性。当AgNTf 2时,通过串联的N–H活化/ CC裂解/醚化过程获得了3,4-二氢二苯并[ b,d ]呋喃-1(2 H)-一,产率中等至优异(55-90%)。用作添加剂,而利用Cu(OAc)2通过C–H活化/ C–N裂解/内酯化途径可提供高收率(60–86%)的异香豆素。