Transition-Metal-Catalyzed Transformation of Sulfonates via S–O Bond Cleavage: Synthesis of Alkyl Aryl Ether and Diaryl Ether
作者:Xuemeng Chen、Xue Xiao、Haotian Sun、Yue Li、Haolin Cao、Xuemei Zhang、Shengyong Yang、Zhong Lian
DOI:10.1021/acs.orglett.9b02858
日期:2019.11.15
cleavage catalyzed by transition metal, through which alkyl sulfonates could undergo an intramolecular desulfitative C–O coupling to form aryl alkyl ethers in the presence of a nickel catalyst. Meanwhile, aryl sulfonates perform similarly to give diaryl ethers catalyzed by a palladium complex. This transformation could tolerate a wide range of functionalities. Controlled experiments reveal that the 2-pyridyl
磺酸盐(一种通用的医药中间体)的催化转化通常基于C–O键的裂解。然而,在本文中,我们发现通过过渡金属催化的S–O键断裂,磺酸盐发生了罕见的转变,在镍催化剂的存在下,烷基磺酸盐可以通过分子内脱硫C–O偶联形成芳基烷基醚。同时,芳基磺酸盐的性能相似,得到由钯络合物催化的二芳基醚。这种转变可以容忍各种各样的功能。对照实验表明2-吡啶基对于促进反应是必需的。交叉实验证明,这种转化可能部分地通过分子间途径进行。