56298-75-0Relevant articles and documents
Ru(III)-Catalyzed Cyclization of Arene-Alkene Substrates via Intramolecular Electrophilic Hydroarylation
Youn, So Won,Pastine, Stefan J.,Sames, Dalibor
, p. 581 - 584 (2007/10/03)
(Matrix presented) We herein report that RuCl3/AgOTf has proven to be a hydroarylation catalyst with an efficiency and scope superior to previously known methods. This catalyst demonstrated consistent performance with arene-ene substrates of diverse structural features, providing good to excellent yields of cyclization products (chromanes, tetralins, terpenoids, dihydrocoumarins).
Palladium-catalyzed carbon - Carbon bond-forming 1,2-ligand migration of organoalanes
Fillion, Eric,Carson, Rebekah J.,Trepanier, Vincent E.,Goll, Julie M.,Remorova, Anna A.
, p. 15354 - 15355 (2007/10/03)
A one-pot, two-step process that transforms terminal alkynes into ethyl methyl-substituted benzylic quaternary carbon centers is described. (E)-2,2-Disubstituted-1-alkenyldimethylalanes have been shown to participate in 1,2-alkyl migration from aluminum to carbon with concomitant arylation at the 2-position to furnish ethyl methyl-substituted benzylic quaternary carbon centers, when reacted intramolecularly with aryl halides and triflates in the presence of a Pd(0) catalyst. The protocol is initiated with Cp2ZrCl2-catalyzed methylalumination of terminal alkynes followed by palladium-catalyzed intramolecular arylation of the resulting (E)-2,2-disubstituted-1-alkenyldimethylalanes, leading to 1,2-methyl shift from aluminum to carbon. In that sequence, a total of three new C-C single bonds are made, and two of the three alkyl groups on Me3Al transferred to the substrate on vicinal carbons. This method was applied to a variety of substrates, and the mechanism was investigated by deuterium-labeling experiments, which revealed that protodealumination of the final dialkylaluminum triflate or halide intermediates by CH3CN results in the formation of the fourth bond in the course of the transformation. Copyright
INTRAMOLECULAR CYCLOALKYLATION OF PHENYLALKANOLS IN THE PRESENCE OF SULFURIC ACID
Sakhabutdinov, A.G.,Usmanova, A.G.,Proidakov, A.G.,Bazhenov, B.A.,Schmidt, F.K.
, p. 1525 - 1529 (2007/10/02)
Te distribution of the deuterium in the benzocyclenes formed during the intermolecular cycloalkylation of 2-R-4-phenyl-2-butanol (R=CD3, CD2CH3, CH2CD3) in the presence of 85percent sulfuric acid was investigated by NMR spectroscopy and mass spectrometry.Hydrogen exchange takes place at the stage of formation of the γ-phenylalkyl cation, the average lifetime of which is sufficient for the establishment of an isotopic equilibrium by successive elimination addition of an deuteron.