62151-61-5Relevant academic research and scientific papers
Rhodium-catalyzed α-methylthiolation reaction of unactivated ketones using 1,2-diphenyl-2-methylthio-1-ethanone for the methylthio transfer reagent
Arisawa, Mieko,Toriyama, Fumihiko,Yamaguchi, Masahiko
experimental part, p. 2305 - 2312 (2011/04/22)
In the presence of catalytic amounts of RhH(PPh3)4, 1,2-bis(diphenylphosphino)ethane (dppe), and dimethyl disulfide, ketones without α-activating groups were α-methylthiolated with 1,2-diphenyl-2-methylthio-1-ethanone giving α-methylthio ketones. The reaction of unsymmetrical ketones proceeded at the more substituted carbons. The initial formation of kinetic α-methylthiolated products followed by their rearrangement to thermodynamic products was observed in the reaction of α-phenyl ketones. Aldehydes, phenylacetate, and phenylacetonitrile were also α-methylthiolated under these conditions.
Rhodium-catalyzed methylthio transfer reaction between ketone α-positions: Reversible single-bond metathesis of C-S and C-H bonds
Arisawa, Mieko,Suwa, Katsunori,Yamaguchi, Masahiko
supporting information; experimental part, p. 625 - 627 (2009/08/14)
(Chemical Equation Presented) In the presence of a catalytic amount of RhH(PPh3)4 and 1,2-bis(diphenylposphino)ethane (dppe), α-phenylthio ketones were methylthiolated with ρ-cyano-α- methylthioacetophenone giving α-phenylthio-α-meth
Axial/equatorial proportions for 2-substituted cyclohexanones
Basso,Kaiser,Rittner,Lambert
, p. 7865 - 7869 (2007/10/02)
Axial-equatorial conformational proportions have been measured for 2- substituted cyclohexanones in chloroform by the Eliel method for F, Cl, Br, I, MeO, MeS, Me2N, MeSe, and Me. For the first seven of these, at least five experimentally independent measurables were used and the resulting conformational preferences appear to be accurate to within 10%. Systematic errors degraded the results for MeSe and Me. For Me2N, the conformational preference also was measured for the first time at slow exchange in the low- temperature 13C spectrum in several solvents. In chloroform, steric and polar effects contribute to the conformational preferences, with steric effects dominant for large groups such as I and MeS.
Studies on the Stereoselectivity of Hydride Reductions on 2-(Methylthio)- and 2-(Methylsulfonyl)cyclohexanones
Carreno, M. Carmen,Dominguez, Enrique,Garcia-Ruano, Jose L.,Rubio, Almudena
, p. 3619 - 3625 (2007/10/02)
The results obtained in the reductions of 2-X-cyclohexanones and cis- and trans-4-tert-butyl-2-X-cyclohexanones (X=SMe, SO2Me) with different hydrides are reported.When the sulfur functions adopt the axial disposition, the cyclohexanol resulting from the
