1223047-72-0Relevant academic research and scientific papers
A decarboxylative approach for regioselective hydroarylation of alkynes
Zhang, Jing,Shrestha, Ruja,Hartwig, John F.,Zhao, Pinjing
, p. 1144 - 1151 (2016/11/28)
Regioselective activation of aromatic C-H bonds is a long-standing challenge for arene functionalization reactions such as the hydroarylation of alkynes. One possible solution is to employ a removable directing group that activates one of several aromatic C-H bonds. Here we report a new catalytic method for regioselective alkyne hydroarylation with benzoic acid derivatives during which the carboxylate functionality directs the alkyne to the ortho-C-H bond with elimination in situ to form a vinylarene product. The decarboxylation stage of this tandem sequence is envisioned to proceed with the assistance of an ortho-alkenyl moiety, which is formed by the initial alkyne coupling. This ruthenium-catalysed decarboxylative alkyne hydroarylation eliminates the common need for pre-existing ortho-substitution on benzoic acids for substrate activation, proceeds under redox-neutral and relatively mild conditions, and tolerates a broad range of synthetically useful aromatic functionality. Thus, it significantly increases the synthetic utility of benzoic acids as easily accessible aromatic building blocks.
Palladium-catalyzed hydroarylation of alkynes with arylboronic acids
Xu, Xiaoling,Chen, Jiuxi,Gao, Wenxia,Wu, Huayue,Ding, Jinchang,Su, Weike
experimental part, p. 2433 - 2438 (2010/06/12)
Reaction of symmetrical and unsymmetrical alkynes with arylboronic acids, using PdCl2 as catalyst source and i-Pr2NPPh2 as ligand, afforded trisubstituted alkenes with regioselectivity in good to excellent yields without a common additional acetic acid. Its efficiency has been demonstrated by its good functional groups, high yield and crowded substrates.
