105961-92-0Relevant articles and documents
Iodine-catalyzed Michael addition of mercaptans to α,β- unsaturated ketones under solvent-free conditions
Chu, Cheng-Ming,Gao, Shijay,Sastry,Yao, Ching-Fa
, p. 4971 - 4974 (2005)
A simple and efficient method for the Michael reaction between various mercaptans and α,β-unsaturated ketones using a catalytic amount of iodine (5 mol %) to generate the 1,4-adduct has been reported. The significant features of the iodine catalyzed Micha
Michael additions to 3(2H)-thiophenone 1,1-dioxide
Hofslokken, Nini,Flock, Solveig,Skattebo, Lars
, p. 119 - 122 (1996)
The addition of thiols and amines to 3(2H)thiophenone 1,1-dioxide takes place with extrusion of sulfur dioxide, furnishing in high yields the corresponding vinyl sulfides and enamines. Addition of dithiols afforded the corresponding thioacetals. The rates of the Michael addition and the extrusion reaction are strongly influenced by the solvent employed. In ethanol, sulfur dioxide extrusion took place even at room temperature.
Dynamic thiol exchange with β-sulfidor-α,β-unsaturated carbonyl compounds and dithianes
Joshi, Gururaj,Anslyn, Eric V.
supporting information, p. 4714 - 4717,4 (2012/12/12)
A reversible covalent bond exchange of thiols, β-sulfido-α, β-unsaturated carbonyls, and dithianes has been studied in DMSO and D 2O/DMSO mixtures. The equilibrium between thiols and β-sulfido-α,β-unsaturated carbonyls is obtained within a few hours, while the equilibration starting with the β-dithiane carbonyls and thiols requires a few days. This time scale makes the system ideal for utilization in dynamic combinatorial chemistry.
Additions of nucleophiles to 3-oxo-2,3-dihydrothiophene 1,1-dioxides. Formation of vinyl sulfides, thioacetals and enaminones
Hofslokkcn, Nini Unn,Skattebol, Lars
, p. 3085 - 3088 (2007/10/03)
3-Oxo-2,3-dihydrothiophene 1,1-dioxide (la) was prepared by oxidation of the commercially available 3methoxythiophene with dimethyldioxirane. Some other substituted 3-methoxythiophene derivatives were oxidized as well. Although the yields of these reactio
ORGANIC SYNTHESIS WITH α-CHLOROSULFIDES. CONVENIENT ROUTES TO PHENYLTHIOACETALS FROM α-DIAZOKETONES AND ALKYL PHENYL SULPHIDES VIA α-CHLOROSULPHIDES
Cronin, John P.,Dilworth, Bird M.,McKervey, M. Anthony
, p. 757 - 760 (2007/10/02)
α-Chloroalkyl phenyl sulphides, derived from either the action of benzenesulphenyl chloride on α-diazoketones or of N-chlorosuccinimide on alkyl phenyl sulphides, are converted into phenylthioacetals on exposure to thiophenol in the presence of zinc chloride.
REACTION OF β-SULFINYL AND β-SULFENYL α,β-UNSATURATED KETONES WITH DIIMINES; PREPARATION OF 1,2-DIHYDROPYRIMIDINES
Nishio, Takehiko,Tokunaga, Tatsuhiro,Omote, Yoshimori
, p. 363 - 372 (2007/10/02)
2-Acetonyl or 2-phenacyl-1,2-dihydropyrimidines (5) were obtained by the reaction of β-sulfinyl or β-sulfenyl-α,β-unsaturated ketones (2 or 3) with diimines (1).The formation of 1,2-dihydropyrimidines (5) can be explained in terms of substitution reaction
A Novel Cycloaromatization Reaction. Regiocontrolled Synthesis of Substituted Methyl Salicylates
Chan, Tak-Hang,Brownbridge, Peter
, p. 3534 - 3538 (2007/10/02)
A new method of constructing six-membered rings, involving the condensation of two three-carbon units, one with two nucleophilic sites and the other containing two electrophilic sites, is reported.The regiochemistry of the reaction is controlled by the differential reactivities of these sites. 1,3-Bis(trimethylsiloxy)-1-methoxybuta-1,3-diene (1) constitutes the three-carbon fragment with two nucleophilic sites.Condensation of 1 with various equivalents of β-dicarbonyl compounds and titanium tetrachloride gave substituted methyl salicylates.The regiochemistry is controlled by the order of reactivity of the electrophilic sites, which is conjugate position of enone > ketone > monothioacetal, acetal.
