15672-88-5Relevant articles and documents
Pd-Catalyzed intermolecular C-H bond arylation reactions: Effect of bulkiness of carboxylate ligands
Tanji, Yutaka,Hamaguchi, Ryo,Tsuji, Yasushi,Fujihara, Tetsuaki
supporting information, p. 3843 - 3846 (2020/04/15)
A bulky carboxylic acid bearing one 1-adamantylmethyl and two methyl substituents at the α-position is demonstrated to work as an efficient carboxylate ligand source in Pd-catalyzed intermolecular C(sp2)-H bond arylation reactions. The reactions proceeded smoothly under mild conditions, taking advantage of the steric bulk of the carboxylate ligands.
Two metals are better than one in the gold catalyzed oxidative heteroarylation of alkenes
Tkatchouk, Ekaterina,Mankad, Neal P.,Benitez, Diego,Goddard III, William A.,Toste, F. Dean
supporting information; experimental part, p. 14293 - 14300 (2011/11/05)
We present a detailed study of the mechanism for oxidative heteroarylation, based on DFT calculations and experimental observations. We propose binuclear Au(II)-Au(II) complexes to be key intermediates in the mechanism for gold catalyzed oxidative heteroarylation. The reaction is thought to proceed via a gold redox cycle involving initial oxidation of Au(I) to binuclear Au(II)-Au(II) complexes by Selectfluor, followed by heteroauration and reductive elimination. While it is tempting to invoke a transmetalation/reductive elimination mechanism similar to that proposed for other transition metal complexes, experimental and DFT studies suggest that the key C-C bond forming reaction occurs via a bimolecular reductive elimination process (devoid of transmetalation). In addition, the stereochemistry of the elimination step was determined experimentally to proceed with complete retention. Ligand and halide effects played an important role in the development and optimization of the catalyst; our data provides an explanation for the ligand effects observed experimentally, useful for future catalyst development. Cyclic voltammetry data is presented that supports redox synergy of the Au...Au aurophilic interaction. The monometallic reductive elimination from mononuclear Au(III) complexes is also studied from which we can predict a ～15 kcal/mol advantage for bimetallic reductive elimination.
Synthesis and SAR of novel 1,1-dialkyl-2(1H)-naphthalenones as potent HCV polymerase inhibitors
Bosse, Todd D.,Larson, Daniel P.,Wagner, Rolf,Hutchinson, Doug K.,Rockway, Todd W.,Kati, Warren M.,Liu, Yaya,Masse, Sherie,Middleton, Tim,Mo, Hongmei,Montgomery, Debra,Jiang, Wen,Koev, Gennadiy,Kempf, Dale J.,Molla, Akhter
, p. 568 - 570 (2008/09/17)
A series of gem-dialkyl naphthalenone derivatives with varied alkyl substitutions were synthesized and evaluated according to their structure-activity relationship. This investigation led to the discovery of potent inhibitors of the hepatitis C virus at l
