区域选择性
化学
烷基
催化作用
炔烃
芳基
有机化学
药物化学
苯甲酸
作者
Liangbin Huang,Agostino Biafora,Guodong Zhang,Valentina Bragoni,Lukas J. Gooßen
标识
DOI:10.1002/anie.201600894
摘要
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.
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