52190-35-9Relevant articles and documents
Enantioselective Construction of Sulfur-Containing Tetrasubstituted Stereocenters via Asymmetric Functionalizations of α-Sulfanyl Cyclic Ketones
Ye, Xueqian,Pan, Yongkai,Chen, Yunrong,Yang, Xiaoyu
supporting information, p. 3374 - 3379 (2020/07/16)
Asymmetric functionalizations of α-sulfanyl cyclic ketones were realized via chiral phosphoric acid catalyzed enantioselective addition reactions with aldimines, azodicarboxylates and allenamides. A series of chiral organosulfur compounds possessing sulfur-containing tetrasubstituted stereocenters were accessed via these methods, with excellent regioselectivities and high stereoselectivities. (Figure presented.).
Facile and efficient sulfenylation method using quinone mono-O,S-acetals under mild conditions
Matsugi,Murata,Gotanda,Nambu,Anilkumar,Matsumoto,Kita
, p. 2434 - 2441 (2007/10/03)
A novel sulfenylation method induced by aromatization of quinone mono-O,S-acetals is described. These sulfenylation reagents readily react with silyl enolethers or electron rich aromatic compounds to give sulfenylation products under mild conditions. In particular, O,S-acetal 2j, which possesses a pentafluorophenylthio function, is the most effective reagent from the standpoint of the adaptability for various substrates.
RADIATION-SENSITIVE COMPOSITION OF CHEMICAL AMPLIFICATION TYPE
-
, (2008/06/13)
A chemically amplified radiation sensitive composition is provided which comprises a film forming hydroxystyrene based resin in combination with an onium salt precursor which generates a fluorinated alkanesulfonic acid as a photoacid generator. This composition can realize neither corrosion of apparatuses by outgas, nor T-shaped pattern profiles, nor change in linewidth attributable to process time delay, on the other side, high sensitivity and resolution, and good pattern profiles and stability thereof.
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.
SYNTHESES DE CYCLOHEXENONES α-SUBSTITUEES VIA LA THERMOLYSE DE CETOSULFOXYDES TERTIAIRES
Barillier, Daniel,Benhida, Rachid,Vazeux, Michel
, p. 83 - 96 (2007/10/02)
The sulfenylation-dehydrosulfenylation method, combined with carbon-carbon bond forming reactions, has been applied to the synthesis of some α-functionalized cyclohexenones 3.Hence, the sodium anion of the 2-methylthiocyclohexanone in THF reacts with primary, allyl and benzyl halides as well as with Michael acceptors to lead to the tertiary ketosulfides 1a-j.Further oxidation by NaIO4 and thermolysis in boiling toluene of the resulting sulfoxides 2 have been performed.The scope and limitations of this strategy are also discussed. Key Words: α-functionalized cyclohexenones; tertiary ketosulfides and ketosulfoxides; sulfenylation and deshydrosulfenylation; thermolysis.
REDUCTIVE METHYLENATION OF KETONES OF POTASSIUM HYDROXIDE-DIMETHYL SULFOXIDE SUSPENSION
Trofimov, B. A.,Mikhaleva, A. I.,Petrova, O. V.,Sigalov, M. B.
, p. 1889 - 1894 (2007/10/02)
Ketones react with a potassium hydroxide-DMSO suspension at 100-110 deg C to form allyl alcohols containing an additional methylene group (with yields of up to 37percent).The key stage in the reductive methylenation of the ketones is the addition of the dimsyl ion to the carbonyl group. 2-Methylthio ketones, which are the products from methylthiylation of the enolate ions of the intermediately formed methanesulfenate esters, are formed in parallel (with yields of up to 10percent).
Synthesis of Enantiomerically Enriched α-Sulfenylated Ketones and Aldehydes
Youn, Joo-Hack,Herrmann, Rudolf,Ugi, Ivar
, p. 159 - 161 (2007/10/02)
α-Sulfenylated carbonyl compounds are prepared by the reaction of imines of aldehydes and ketones containing α-hydrogens with disulfides via the metalloenamines.With (R)-α-phenylethylamine as chiral auxiliary, enantiomeric excess of 13-51percent are obser
Arynic Condensatiopn of Ketone Enolates. 17. New General Access to Benzocyclobutene Derivatives
Gregoire, Brigitte,Carre, Marie-Christiane,Caubere, Paul
, p. 1419 - 1427 (2007/10/02)
Arynic condensation of 1,2-diketone monoketal enolates appeared to be a very simple way to synthesize benzocyclobutene derivatives.X-ray diffraction and 1H NMR spectra allowed us to determine the structure of the new compounds and to propose a mechanism concerning these condensations.Finally, during this work we devised a new and easily performed two-step synthesis of 1,2-diketones.
COMPLEX BASES. XIV. USE OF SODAMIDE CONTAINING COMPLEX BASES AS VERSATILE, INEXPENSIVE REAGENTS TO GENERATE CARBANIONS
Carre, M. C.,Ndebeka, G.,Riondel, A.,Bourgasser, P.,Caubere, P.
, p. 1551 - 1554 (2007/10/02)
It is shown that Complex Bases NaNH2-RONa are very efficient in carbanion preparations and allow alkylation of imines, aldehydes, 1,3-dithianes, dithioketals as well as methylsulfenylation of ketones.
