23451-57-2Relevant academic research and scientific papers
Lanthanide-based coordination polymers as promising heterogeneous catalysts for ring-opening reactions
Kumar, Gulshan,Kumar, Girijesh,Gupta, Rajeev
, p. 21352 - 21361 (2016/03/08)
This work presents the synthesis and structural characterization of Eu3+- and Tb3+-based coordination polymers starting from a Co3+-based metalloligand offering appended arylcarboxylic acid groups. Both coordination polymers function as reusable heterogeneous catalysts for ring-opening reactions utilizing amines, alcohols, thiols, and azides as the nucleophiles. The catalytic results illustrate an excellent control over the regioselectivity whereas a filtration test and mechanistic studies substantiate Lewis-acid catalyzed activation of the epoxide during the reaction.
(Bromodimethyl)sulfonium bromide-mediated thiolysis of epoxides: An easy access to -hydroxy sulfides and benzoxathiepinones in solvent-free conditions
Shailaja,Manjula,Rao, B. Vittal
experimental part, p. 3629 - 3639 (2011/02/22)
A mild, rapid and highly regioselective opening of epoxides by mercaptans to bη-hydroxy sulfides and benzoxathiepinones has been achieved in excellent yields, using catalytic amount of (bromodimethyl)sulfonium bromide in solvent free reaction conditions.
NaOH-promoted thiolysis of oxiranes using 2-[bis(alkylthio)methylene]-3- oxo-N-o-tolylbutanamides as odorless thiol equivalents
Yu, Haifeng,Dong, Dewen,Ouyang, Yan,Wang, Yan,Liu, Qun
, p. 151 - 155 (2008/03/13)
A convenient and efficient protocol for the thiolysis of oxiranes using 2-[bis(alkylthio)methylene]-3-oxo-N-o-tolylbutanamides as thiol equivalents has been developed. Promoted by sodium hydroxide (NaOH) in ethanol at room temperature, the cleavage commences and the generated thiolate anions undergo nucleophilic addition in situ. β-Hydroxy Sulfides were obtained in high yields along with good β-regioselectivity, and trans β-hydroxy Sulfides were also isolated. The thiolysis of one α,β-epoxyketone product with the thiol equivalents was accomplished to afford the corresponding α-carbonyl sulfides in excellent yields. In all the cases, 3-oxo-N-o-tolylbutanamide, the precursor of the thiol equivalents, could be recovered in the novel thiolysis process as a byproduct in good yield. Georg Thieme Verlag Stuttgart.
THE CHEMISTRY OF α,ω-MERCAPTOALCOHOLS IN THE PRESENCE OF DIETHOXYTRIPHENYLPHOSPHORANE. TEMEPERATURE DEPENDENCE OF CYCLODEHYDRATIONS AND S-ETHYLATIONS
Robinson, Philip L.,Kelly, Jeffery W.,Slayton, A. Evans
, p. 59 - 70 (2007/10/02)
Diethoxytriphenylphosphorane (DTPP) is easily prepared by oxidative addition of triphenylphosphine with diethyl peroxide.DTPP converts a variety of mercaptoalcohols to cyclic sulfides as well as hydroxythioethers.The temperature dependence (+25 --> -25 deg C) of the product distribution has synthetic petential.
