O-苄基羟胺与丙酸乙酯经缩合、Pd催化C(sp2)-H键芳基化和苄基C-O键溶剂解反应序列合成2-芳基苄基乙酸酯

摘要

The straightforward synthesis of 2-arylbenzyl acetates has been developed via a reaction sequence of condensation of O-benzylhydroxylamines with ethyl pyruvate,palladium(Ⅱ)/(Ⅳ)-catalyzed ortho-C(sp2)-H bond arylation with aryl iodides directed by ketoxime ester group,and benzylic C-O bond nucleophilic solvolysis.As for electron-deficient aryl iodide coupling partners,the preinstalled pyruvate ketoximesare needed for achieving target products.A palladacycle intermediate is confirmed by X-ray crystallography to reveal the N, O-bidentate chelating pattern inpivotal C(sp2)-H bond actmation.