65674-08-0Relevant academic research and scientific papers
Synthesis of 3-acyl-5,6-dihydro-1,4-oxathiines through ring expansion of thiiranes
Chen, Xingpeng,Xu, Jiaxi
supporting information, p. 1651 - 1654 (2017/04/04)
Synthesis of 3-acyl-5,6-dihydro-1,4-oxathiines has been achieved via reactions of thiiranes and α-diazo-β-1,3-dicarbonyl compounds under microwave and copper sulfate-assisted conditions. The current method provides a direct and simple strategy in efficient preparation of 3-acyl-1,4-oxathiines from readily available thiiranes and trans-3-acyl-5,6-dihydro-1,4-oxathiines as stereospecific products for 1,2-disubstituted cis-thiiranes. The reaction mechanism was also proposed.
Reactions of 2-(α-Haloalkyl)thiiranes with nucleophilic reagents: V.* Reactions of 2-(α-chloroalkyl)thiiranes with organolithium compounds
Tomashevskii,Sokolov,Potekhin
experimental part, p. 1822 - 1825 (2011/04/17)
2-(α-Haloalkyl)thiiranes reacted with methyl-, butyl-, and phenyllithium to give the corresponding allyl sulfides. The reactions of diastereoisomeric erythro-and threo-2-(1-chloroethyl)thiiranes with phenyllithium were stereospecific, and they afforded (E)-and (Z)-1-phenylsulfanylbut-2-enes, respectively. 3-Chloromethyl-2,2- dimethylthiirane and phenyllithium gave rise to a mixture of 3-methyl-3-phenylsulfanylbut-1-ene and 3-methyl-1-phenylsulfanylbut-2-ene. The reactions of 2-chloromethylthiiranes with phenyllithium and methyllithium in the presence of a catalytic amount of copper(I) iodide (10 mol %) led to the formation of substituted thiiranes as the major products. Mechanisms of the observed transformations are discussed. Pleiades Publishing, Ltd., 2010.
Synthesis and antioxidant activity of 1-amino-4-phenyl-2-butanethiols
Guseinova,Alieva,Rzaeva,Magerramov,Aliev,Farzaliev,Allakhverdiev
experimental part, p. 1587 - 1591 (2011/06/20)
1-Amino-4-phenyl-2-butanethiols were synthesized and characterized and their antioxidant activity in auto-oxidation of cumene and in their reaction with cumyl peroxide radicals and cumyl hydroperoxide was studied.
Synthesis and structure of some aryl-substituted thiiranes
Allakhverdiev,Mustafaev,Farzaliev
, p. 1620 - 1623 (2007/10/03)
A number of aryl-substituted 1,2-chlorohydrins was prepared by treating 1,2-epoxy-3-chloropropane with arylmagnesium bromide. The reaction of the aryl-substituted 1,2-chlorohydrins with sodium hydroxide solution furnished the corresponding oxiranes, the k
Synthesis and study of the lubricating properties of some thiiranes
Allakhverdiev,Akperov,Mustafaev,Farzaliev
, p. 214 - 218 (2007/10/03)
A series of novel thiiranes were synthesized, and their lubricating properties were studied. It has been found that they improve the antiscuff and antiwear properties of gear oils and therefore can be used as additives. The relation between the structure of the synthesized thiiranes and their lubricating activity was revealed.
On the conformational preferences of the dehydrochlorination of α-chlorosulfoxides
Schwan, Adrian L.,Roche, Michael R.,Gallagher, John F.,Ferguson, George
, p. 312 - 324 (2007/10/02)
Several acyclic α-chlorosulfoxides have been shown to undergo a γ-dehydrochlorination upon treatment with LDA.The proposed immediate products of γ-dehydrochlorination, thiirane-S-oxides, are unstable under the basic conditions and react further with the LDA; the isolated products are usually E-alkenes and (or) E-vinyl sulfoxides.Some of the proposed intermediate thiirane-S-oxides, compounds 6, 7, 8, and 18, were synthesized independently and treated with one equivalent of LDA in order to mimic the second step of the overall dehydrochlorination/ring opening sequence.The products obtained from the reactions of compounds 6 and 18 compared favourably with those products which were believed to arise from certain conformations of α-chlorosulfoxides 1kB and 1e, respectively.Tha addition of one equivalent of LDA to 1kA afforded a mixture containing thiirane-S-oxide 8, which is proposed as the immediate product of γ-dehydrochlorination of 1kA.The configurations of 1kB and 1hA were both shown to be threo by X-ray crystallographic studies.Those conformations which are preferred for the dehydrochlorination possess a geometry where the sulfinyl oxygen is anti to any of the substituents of the ring carbons.
