摘要：【中文】本发明属于有机合成的技术领域，尤其涉及一种邻烯基芳香腈化合物及其制备方法。本申请提供了一种邻烯基芳香腈化合物，所述邻烯基芳香腈化合物的结构式如式(Ⅰ)所示。本申请还提供了邻烯基芳香腈化合物的制备方法，包括：将式(Ⅱ)所示化合物和式(III)所示化合物溶于惰性溶剂中，在碱性条件，氧化剂和金属催化剂的作用下进行反应，得到邻烯基芳香腈化合物。本申请的方法具有官能团兼容性好、底物范围广，可以应用于包括萘、吲哚等区域选择性引入氰基和烯烃两种官能团，且能应用于包括丙磺舒等药物分子的后期修饰中，具有重要的应用潜能，并有效解决现有常规合成邻烯基芳香腈化合物的方法复杂的技术问题。 【EN】The invention belongs to the technical field of organic synthesis, and particularly relates to an o-alkenyl aromatic nitrile compound and a preparation method thereof. The application provides an o-alkenyl aromatic nitrile compound, and the structural formula of the o-alkenyl aromatic nitrile compound is shown as a formula (I). The present application also provides a method for preparing an o-alkenyl aromatic nitrile compound, comprising: dissolving a compound shown in a formula (II) and a compound shown in a formula (III) in an inert solvent, and reacting under the alkaline condition and the action of an oxidant and a metal catalyst to obtain the o-alkenyl aromatic nitrile compound. The method has good functional group compatibility and wide substrate range, can be applied to regioselectively introducing two functional groups of cyano and alkene, such as naphthalene and indole, can be applied to the later modification of drug molecules, such as probenecid, and the like, has important application potential, and effectively solves the technical problem that the conventional method for synthesizing the o-alkenyl aromatic nitrile compound is complex.

摘要：【中文】本发明属于有机合成技术领域，公开了一种炔酮衍生物及其制备方法和应用。该炔酮衍生物的结构式如式(Ⅰ)所示，R¹和R²分别为C1～C20的烃基、卤素、酯基、羰基、硝基、取代氨基，C5～C30的芳基或C5～C30的芳杂环基。本发明基于镍催化还原偶联的策略，使用自然界广泛存在的羧酸衍生物为底物，结合炔基卤作为活性炔基化试剂，在室温条件下，获得快速构建各种不同取代的炔酮的普适性、高效方法。本发明炔酮化合物不仅可以作为实用的合成子，它可以作为呋喃、吡唑、喹啉、嘧啶等杂环化合物的前体；该转化还实现了药物如布洛芬等的后期衍生化反应，有望在具有后期修饰、新药和新型材料的开发中获得良好的应用前景。 【EN】The invention belongs to the technical field of organic synthesis, and discloses an alkynone derivative, and a preparation method and application thereof. The structural formula of the alkynone derivative is shown as a formula (I), R¹And R²Respectively being C1-C20 alkyl, halogen, ester group, carbonyl and nitreThe substituent amino group, aryl of C5-C30 or aryl heterocyclic group of C5-C30. Based on a nickel catalytic reduction coupling strategy, the universal and efficient method for quickly constructing various different substituted alkynones is obtained by using carboxylic acid derivatives widely existing in the nature as substrates and combining alkynyl halide as an active alkynylation reagent at room temperature. The alkynone compound can be used as a practical synthon and can be used as a precursor of heterocyclic compounds such as furan, pyrazole, quinoline, pyrimidine and the like; the conversion also realizes the later derivatization reaction of the drugs such as ibuprofen, and is expected to obtain good application prospect in the development of later modification, new drugs and novel materials.

摘要：【中文】本发明属于有机合成的技术领域，具体涉及一种邻位亚胺酯或氰基取代的芳基硫醚衍生物及制备与应用。所述的邻位亚胺酯或氰基取代的芳基硫醚衍生物，其结构式如式(Ⅰ)或式(I’)所示。本发明通过亚胺酯底物和不同取代二硫醚类偶联试剂的选择，在空气氛围、碱性条件下，将上述反应物与催化剂、氧化剂和卤离子攫取剂混合，经芳环邻位碳氢键活化反应，得到邻位亚胺酯或氰基取代的芳基硫醚衍生物；本发明底物简单易得，操作简单，能够通过催化体系的调控实现邻位亚胺酯或氰基的芳基硫醚衍生物的高效合成；产物可以应用于药物分子如丙磺舒的后期衍生化反应，为该类硫醚衍生物在具有生物活性分子库的快速构建提供合成潜能。 【EN】The invention belongs to the technical field of organic synthesis, and particularly relates to an ortho-imidate or cyano-substituted aryl thioether derivative, and preparation and application thereof. The structural formula of the ortho-imine ester or cyano-substituted aryl thioether derivative is shown as a formula (I) or a formula (I'). The invention selects the imine ester substrate and different substituted disulfide coupling reagents, mixes the reactants with a catalyst, an oxidant and a halide ion capture agent under the air atmosphere and alkaline conditions, and obtains ortho-imine ester or cyano-substituted aryl through the activation reaction of the aromatic ring ortho-carbon hydrogen bondThioether derivatives; the method has the advantages of simple and easily obtained substrate and simple operation, and can realize the high-efficiency synthesis of the aryl thioether derivative of the ortho-imine ester or the cyano group through the regulation and control of a catalytic system; the product can be applied to the later derivatization reaction of drug molecules such as probenecid, and provides synthesis potential for the rapid construction of the thioether derivatives in a molecule library with biological activity.

摘要：【中文】本发明属于有机合成技术领域，具体涉及一种邻位烷基化的富电子芳胺及其制备方法与应用。所述的邻位烷基化的富电子芳胺，其特征在于其结构式如式(I)或式(I’)所示。本发明通过芳胺与烯烃的直接氧化偶联，经原位生成的烷基金属物种的选择性β‑氧或β‑氢消除，得到上述邻位烷基化的富电子芳胺，该制备方法的底物简单易得，操作简单，能够实现多富电子芳胺衍生物的高效合成；且鉴于产物中易转化的含氮基团，本发明可以方便地将产物转化为N‑烷基二级芳胺、芳基肼、四氢喹啉类含氮杂环，这也进一步阐明了本发明的应用潜能。 【EN】The invention belongs to the technical field of organic synthesis, and particularly relates to ortho-alkylated electron-rich arylamine and a preparation method and application thereof. The ortho-alkylated electron-rich arylamine is characterized in that the structural formula is shown as a formula (I) or a formula (I'). The invention utilizes the direct oxidative coupling of arylamine and olefin to generate the selectivity of alkyl metal species in situthe preparation method has the advantages that the substrate is simple and easy to obtain, the operation is simple, the high-efficiency synthesis of the poly-electron-rich arylamine derivatives can be realized, and in view of the nitrogen-containing groups which are easy to convert in the product, the product can be conveniently converted into N-alkyl secondary arylamine, arylhydrazine and tetrahydroquinoline nitrogen-containing heterocycles, so that the application potential of the invention is further clarified.