1215018-79-3Relevant academic research and scientific papers
PdII-Catalyzed Intermolecular Amination of Unactivated C(sp3)-H Bonds
Gou, Quan,Liu, Gang,Liu, Zi-Ning,Qin, Jun
, p. 15491 - 15495 (2015)
PdII-catalyzed intermolecular amination of unactivated C(sp3)-H bonds has been successfully developed for the first time. This method provides a new way to achieve the challenging intermolecular amination of unactivated C(sp3/s
Auxiliary-assisted palladium-catalyzed arylation and alkylation of sp 2 and sp3 carbon-hydrogen bonds
Shabashov, Dmitry,Daugulis, Olafs
supporting information; experimental part, p. 3965 - 3972 (2010/05/15)
We have developed a method for auxiliary-directed, palladium-catalyzed β-arylation and alkylation of sp3 and sp2 C-H bonds in carboxylic acid derivatives. The method employs a carboxylic acid 2-methylthioaniline- or 8-aminoquinoline amide substrate, aryl or alkyl iodide coupling partner, palladium acetate catalyst, and an inorganic base. By employing 2-methylthioaniline auxiliary, selective monoarylation of primary sp3 C-H bonds can be achieved. If arylation of secondary sp 3 C-H bonds is desired, 8-aminoquinoline auxiliary may be used. For alkylation of sp3 and sp2 C-H bonds, 8-aminoquinoline auxiliary affords the best results. Some functional group tolerance is observed and amino- and hydroxy-acid derivatives can be functionalized. Preliminary mechanistic studies have been performed. A palladacycle intermediate has been isolated, characterized by X-ray crystallography, and its reactions have been studied.
