FB Chemie-Organische Chemie, Technische Universität Kaiserslautern, Erwin-Schrodinger-Str. Geb. 54, 67663, Kaiserslautern, Germany.
Angew Chem Int Ed Engl. 2016 Jun 6;55(24):6933-7. doi: 10.1002/anie.201600894. Epub 2016 Apr 26.
In the presence of catalytic [Ru(p-cym)I2 ]2 and the base guanidine carbonate, benzoic acids react with internal alkynes to give the corresponding 2-vinylbenzoic acids. This alkyne hydroarylation is generally applicable to diversely substituted electron-rich and electron-poor benzoic and acrylic acids. Aryl(alkyl)acetylenes react regioselectively with formation of the alkyl-branched hydroarylation products, and propargylic alcohols are converted into γ-alkylidene-δ-lactones. The hydroarylation can also be conducted decarboxylatively with a different choice of catalyst and reaction conditions. This reaction variant, which does not proceed via intermediate formation of 2-vinylbenzoic acids, opens up a regioselective, waste-minimized synthetic entry to vinylarenes.
在催化 [Ru(p-cym)I2 ]2 和堿胍碳酸盐的存在下，苯甲酸与内部炔烃反应生成相应的 2-乙烯基苯甲酸。这种炔烃氢芳基化通常适用于各种取代的富电子和缺电子苯甲酸和丙烯酸。芳基（烷基）乙炔与形成支链烷基氢芳基化产物的区域选择性反应，丙炔醇转化为γ-亚烷基-δ-内酯。氢芳基化也可以通过选择不同的催化剂和反应条件进行脱羧。这种反应变体不通过 2-乙烯基苯甲酸的中间形成进行，为区域选择性、废物最小化的合成乙烯基芳烃开辟了一条途径。
