Catalytic Cascade Access to Biaryl-2-Methyl Acetates from Pyruvate<i>O</i>-Arylmethyl Ketoximes<i>via</i>the Palladium-Catalyzed C(<i>sp</i><sup>2</sup>)H Bond Arylation and C−O Bond Solvolysis
作者:Ling-Yan Shao、Li-Hao Xing、Ying Guo、Kun-Kun Yu、Wei Wang、Hong-Wei Liu、Dao-Hua Liao、Ya-Fei Ji
DOI:10.1002/adsc.201800216
日期:2018.8.6
A catalytic cascade has been developed for the synthesis of biaryl‐2‐methyl acetates via a palladium‐catalyzed ortho‐C(sp2)−H bond arylation of pyruvate O‐arylmethyl ketoximes with aryl iodides followed by a solvolysis, in which the pyruvic ketoxime ester as a new auxiliary is employed to direct the C(sp2)−H bond activation. The straightforward treatment of O‐arylmethyl hydroxylamines and ethyl pyruvate
已经开发了一种催化级联反应,用于通过丙酮催化丙酮酸O-芳基甲基酮肟与芳基碘化物的钯催化邻位C(sp 2)-H键芳基化反应,然后进行溶剂分解,从而合成乙酸联芳基-2-甲基乙酸酯。酮肟酯作为新的助剂用于指导C(sp 2)-H键的活化。O的直接处理芳基甲基羟胺和丙酮酸乙酯与芳基碘化物也以一锅法的方式提供目标产品。此外,通过单晶X射线衍射分析明确证实了新的palladacycle中间体。对于Pd催化的芳基化-乙酰分解序列,提出了一个合理的反应途径。