铜催化的分子内环化合成2,3-二芳基吲哚

Synthesis of 2,3-Diarylindole via Copper-Catalyzed Intramolecular Cyclization

吲哚类结构单元广泛存在许多生物活性天然产物及药物分子中,并作为重要的合成砌块在复杂天然产物合成中得到广泛应用,因而高效高选择性地合成吲哚及其衍生物受到了有机合成化学家们关注。阐述在铜与配体、碱的作用下,(E)-2-(2-(亚苄基氨基)苯基)-2-(吡啶-2-基)乙酸甲酯发生分子内环化得到二氢吲哚,再通过脱去一分子甲酸甲酯合成2,3-二芳基吲哚类化合物。该方法能高区域选择性得到2,3-二芳基吲哚,且操作简单、条件温和。

Indoles are widely found in many biologically active natural products and drug molecules,and have been widely used as important synthetic building blocks in the synthesis of complex natural products.Therefore,the efficient and selective synthesis of indole and its derivatives has attracted the attention of organic synthetic chemists.In this paper,the intramolecular cyclization of(E)-2-(2-(benzylideneamino)phenyl)-2-(pyridin-2-yl)ac-etate methyl ester under the action of copper,ligand and base to obtain indoline,and then synthesis of 2,3-diarylindole by removing one molecule of methyl formate were introduced.The method can obtain 2,3-diarylindole with high regioselectivity,and the operation is simple and the conditions are mild.