81447-41-8Relevant academic research and scientific papers
Air Oxidative Radical Oxysulfurization of Alkynes Leading to α-Thioaldehydes
Zhou, Shao-Fang,Pan, Xiang-Qiang,Zhou, Zhi-Hao,Shoberu, Adedamola,Zhang, Pei-Zhi,Zou, Jian-Ping
, p. 5348 - 5354 (2015/05/27)
Air oxidative radical oxysulfurization of alkynes initiated by 0.5 mol % tert-butyl hydroperoxide with arylthiols is described. The reaction proceeded at room temperature in the presence of 5% mol water to afford selective α-thioaldehydes. (Chemical Equation Presented).
Diphenyl diselenide-assisted α-phenylthiolation of carbonyl compounds with diphenyl disulfide
Anbou, Hiroaki,Umeda, Rui,Nishiyama, Yutaka
experimental part, p. 1248 - 1250 (2012/01/31)
For the cesium carbonate-catalyzed α-phenylthiolation of carbonyl compounds with diphenyl disulfide, the yields of the α-phenylthio carbonyl compounds were dramatically improved by the addition of a catalytic amount of diphenyl diselenide.
ORGANOCATALYSTS AND METHODS OF USE IN CHEMICAL SYNTHESIS
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Page/Page column 54-56; 106-107; 109, (2010/02/15)
The present invention pertains generally to compositions comprising organocatalysts that facilitate stereo-selective reactions and the method of their synthesis and use. Particularly, the invention relates to metal-free organocatalysts for facilitation of stereo--selective reactions, and the method of their synthesis and use. These compounds have the structure of the Formulas (I) and (II). Where X is independently selected from CH2, N-Ra, O, S or C=O; Y is CH2, N-Ra, O, S or C=O, with the proviso that at least one of X or Y is CH2, and preferably both of X and Y are CH2; Ra is H, an optionally substituted C1-C12 alkyl, preferably an optionally substituted C1-C6alkyl including a C3-C6 cyclic alkyl group, or an optionally substituted aryl group, preferably an optionally substituted phenyl group; Rb is H, an optionally substituted C1-C12 alkyl, preferably an optionally substituted C1-C6 acyclic or a a C3-C6 cyclic alkyl group, CHO, N(Me)O, CO(S)Ra or the group of Formula (III). Where Rc and Rd are each independently H, F, C1, an optionally substituted C1-C20 alkyl, preferably an optionally substituted C1-C12 alkyl, more preferably a C1-C6 alkyl, and an optionally substituted aryl group, or together Rc and Rd form an optionally substituted carbocyclic or optionally substituted heterocyclic ring; R1 is OH, OR, NR'R", NHC(=O)R, NHSO2R; R2 is H, F, C1, an optionally substituted C1-C20 alkyl, preferably an optionally substituted C1-C6 alkyl, an optionally substituted aryl group or a =O group (which establishes a carbonyl group with the carbon to which =O is attached; R3 is H, OH, F, C1, Br, I, Cl, an optionally substituted C1-C20 alkyl, alkenyl or alkynyl ("hydrocarbyl") group, preferably an optionally substituted C1-C6 alkyl, or an optionally substituted aryl, such that the carbon to which R3 is attached has an R or S configuration; R is H, an optionally substituted C1-C20 alkyl, preferably an optionally substituted C1-C6 alkyl, or an optionally substituted aryl group, R' and R" are each independently H, an optionally substituted C1-C20 alkyl group, preferably an optionally substituted C1-C6 alkyl, or an optionally substituted aryl group; or together R' and R" form an optionally substituted heterocyclic, preferably a 4 to 7 membered optionally substituted heterocyclic group or an optionally substituted heteroaryl ring with the nitrogen to which R' and R" are attached; and wherein said compound is free from a metal catalyst.
Do the electronic effects of sulfur indeed control the π-selectivity of γ-sulfenyl enones? An investigation
Yadav, Veejendra K.,Babu, K. Ganesh,Parvez, Masood
, p. 3866 - 3874 (2007/10/03)
The electronic effects of sulfur in γ-sulfenyl enones are not transmitted to the carbonyl carbon through the π bond as reported previously. The diastereoselectivity is rather controlled by a combination of several other factors. The steric effects arising
Direct, organocatalytic α-sulfenylation of aldehydes and ketones
Wang, Wei,Li, Hao,Wang, Jian,Liao, Lixin
, p. 8229 - 8231 (2007/10/03)
A method for direct sulfenylation of aldehydes and ketones, catalyzed by a novel pyrrolidine trifluoromethanesulfonamide organocatalyst, has been developed. This process serves as an efficient and mild approach to the preparation of α-phenylthio-ketones and -aldehydes.
Electro-initiated oxygenation of alkenylsilanes in the presence of thiophenol
Nakatani, Shogo,Yoshida, Jun-Ichi,Isoe, Sachihiko
, p. 2011 - 2024 (2007/10/02)
Electrolysis of alkenylsilanes in the presence of thiophenol with bubbling of molecular oxygen gave the corresponding α-phenylthio carbonyl compounds with the consumption of a catalytic amount of electricity. An electro-initiated radical chain mechanism i
Electroinitiated Oxygenation of Alkenyl Sulfides and Alkynes in the Presence of Thiophenol
Yoshida, Jun-ichi,Nakatani, Shogo,Isoe, Sachihiko
, p. 4855 - 4865 (2007/10/02)
Electrolysis of alkenyl sulfides in the presence of thiophenol with bubbling of molecular oxygen gave the corresponding α-(phenylthio) carbonyl compounds with the consumption of a catalytic amount of electricity.An electroinitiated radical chain mechanism has been proposed.The reaction also took place without electrochemical initiation, but much (5-50 times) longer reaction time was required for the completion of the reaction.The potential utility of the present reaction in organic synthesis is demonstrated by the net 1,2-transposition of a phenylthio group and a carbonyl group.The electroinitiated oxygenation of ketene dithioacetals also proceeded smoothly to give the corresponding α-(phenylthio) thiol esters.It was also found that the electroinitiated oxygenation of alkynes in the presence of thiophenol gave α-(phenylthio) carbonyl compounds.A mechanism involving the initial formation of alkenyl sulfides has been proposed.
