93080-10-5Relevant academic research and scientific papers
Regioselective C-H Hydroarylation of Internal Alkynes with Arenecarboxylates: Carboxylates as Deciduous Directing Groups
Huang, Liangbin,Biafora, Agostino,Zhang, Guodong,Bragoni, Valentina,Goo?en, Lukas J.
, p. 6933 - 6937 (2016)
In the presence of catalytic [Ru(p-cym)I2]2and 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. Make the switch: A simple ruthenium(II) complex catalyzes the regioselective hydroarylation of internal alkynes with benzoic acids. The conditions can be tuned to switch from a non-decarboxylative to a decarboxylative pathway. Aryl(alkyl)acetylenes react regioselectively with formation of the alkyl-branched 2-vinylbenzoic acids, and propargylic alcohols cyclize to γ-alkylidene-δ-lactones.
THE PALLADIUM-CATALYZED REACTION OF ARYL IODIDES WITH MONO AND DISUBSTITUTED ACETYLENES: A NEW SYNTHESIS OF TRISUBSTITUTED ALKENES.
Cacchi, Sandro,Felici, Marcello,Pietroni, Biancarosa
, p. 3137 - 3140 (2007/10/02)
Mono and disubstituted acetylenes react with aryl iodides containing a variety of functional groups in the presence of palladium catalyst, formic acid and a tertiary amine to give trisubstituted alkenes.
