95269-68-4Relevant articles and documents
Photoredox Activation of Formate Salts: Hydrocarboxylation of Alkenes via Carboxyl Group Transfer
Huang, Yan,Hou, Jing,Zhan, Le-Wu,Zhang, Qian,Tang, Wan-Ying,Li, Bin-Dong
, p. 15004 - 15012 (2021/12/14)
A photoredox activation mode of formate salts for carboxylation was developed. Using a formate salt as the reductant, carbonyl source, and hydrogen atom transfer reagent, a wide range of alkenes can be converted into acid products via a carboxyl group tra
Diastereoselective Pd(II)-Catalyzed sp3 C-H Arylation Followed by Ring Opening of Cyclopropanecarboxamides: Construction of anti β-Acyloxy Carboxamide Derivatives
Gopalakrishnan, Bojan,Mohan, Sruthi,Parella, Ramarao,Babu, Srinivasarao Arulananda
, p. 8988 - 9005 (2016/10/17)
The diastereoselective Pd(OAc)2-catalyzed, bidentate ligand-directed sp3 C-H activation/arylation followed by ring opening of cyclopropanecarboxamides, which were assembled from cyclopropanecarbonyl chlorides and bidentate ligands (e.g., 8-aminoquinoline and 2-(methylthio)aniline), has been investigated. The treatment of various cyclopropanecarboxamides with excess amounts of aryl iodides in the presence of the Pd(OAc)2 catalyst, AgOAc and AcOH directly afforded the corresponding multiple β-C-H arylated open-chain carboxamides (anti β-acyloxy amides). This method has led to the construction of several anti β-acyloxy amides that possess vicinal stereocenters with a high degree of stereocontrol with the formation of a new C-O bond and three new C-C bonds. A plausible mechanism for the formation of multiple β-C-H arylated open-chain carboxamides from the Pd-catalyzed, bidentate ligand-directed β-C-H arylation and the ring opening of cyclopropanecarboxamides is proposed based on several control experiments. The observed diastereoselectivity and anti stereochemistry of the β-acyloxy amides were ascertained based on X-ray structural analysis of representative β-acyloxy amides.
A high hydroarylation activity of K2PtCl4/AgOTf catalyst in the reaction of propiolic acid with unactivated and activated arenes
Oyamada, Juzo,Hashimoto, Takuya,Kitamura, Tsugio
experimental part, p. 3626 - 3632 (2010/01/18)
A mixed catalyst K2PtCl4/AgOTf showed the highest activity for hydroarylation of propiolic acid, among palladium and platinum catalysts. This catalyst was effective for hydroarylation with less reactive benzene to give cis-cinnamic acid in good yield. The hydroarylation with toluene gave a higher yield of hydroarylation products than that with benzene and resulted in ortho/para orientation with an almost statistical ratio, suggesting that the result is very close to that of the Friedel-Crafts alkylation with methyl bromide or p-nitrobenzyl chloride. Hydroarylation of propiolic acid with other electron-rich arenes proceeded efficiently in the presence of the K2PtCl4/AgOTf catalyst in trifluoroacetic acid forming cis-cinnamic acids in good to high yields. This method was also applied to hydroarylation of ethyl propiolate.
