Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University , Hung Hom, Kowloon, Hong Kong.
Department of Chemistry, The Chinese University of Hong Kong , Shatin, New Territories, Hong Kong.
Org Lett. 2017 Aug 18;19(16):4335-4338. doi: 10.1021/acs.orglett.7b02023. Epub 2017 Jul 31.
A palladium/norbornene cocatalyzed three-component reaction of aryl iodides, O-benzoylhydroxylamines, and acetone is reported. o'-Aminoaryl acetones or o,o'-diaminoaryl acetones are efficiently prepared via tandem ortho-C-H amination/ipso-C-I α-arylation sequence, and the regiospecificity has been confirmed by X-ray analysis. The proposed method addresses the condensation/amination of free-N-H-bearing substrates in acetone monoarylations and the synthesis of extremely congested 2,6-disubstituted aryl acetones.
报道了钯/降冰片烯共催化的芳基碘、O-苯甲酰羟胺和丙酮的三组分反应。通过串联的邻位 C-H 氨化/顺式 C-I α-芳基化反应序列，高效制备了邻-氨基芳基丙酮或邻,邻'-二氨基芳基丙酮，其区域选择性已通过 X 射线分析得到证实。该方法解决了在丙酮单芳基化中含游离-N-H 供体底物的缩合/氨化问题，以及极其拥挤的 2,6-二取代芳基丙酮的合成问题。
