10359-08-7Relevant articles and documents
α,α-diacetyl cyclic ketene dithioacetals: Odorless and efficient dithiol equivalents in thioacetalization reactions
Yu, Haifeng,Liu, Qun,Yin, Yanbing,Fang, Qunxin,Zhang, Jingping,Dong, Dewen
, p. 999 - 1002 (2004)
Two novel, non-thiolic, odorless dithiol equivalents, α,α- diacetyl cyclic ketene dithioacetals 2a and 2b, had been developed. A range of carbonyl compounds 3 were converted into corresponding dithioacetals, dithianes 4 and dithiolanes 5, in high yields (up to 99%) in the presence of 2a or 2b. Moreover, 2a and 2b show high chemoselectivity between aldehyde and ketone in thioacetalization.
Highly efficient and chemoselective thioacetalization of carbonyl compounds catalyzed with aluminum trifluromethanesulfonate [Al(OTf)3]
Firouzabadi,Iranpoor,Kohmareh
, p. 167 - 173 (2003)
Aluminum trifluromethanesulfonate [Al(OTf)3] is a highly efficient and chemoselective catalyst for the thioacetalization of carbonyl compounds.
Highly efficient transdithioacetalization of acetals catalyzed by silica chloride
Firouzabadi, Habib,Iranpoor, Nasser,Karimi, Babak,Hazarkhani, Hassan
, p. 263 - 265 (2000)
A modified procedure for the preparation of a silica chloride with higher chloride capacity than that reported is described. Moreover, this silica chloride was found to be an effective catalyst for chemoselective and highly efficient transdithioacetalization of different classes of acetals.
Mesoporous silica-functionalized dual Br?nsted acidic ionic liquid as an efficient catalyst for thioacetalization of carbonyl compounds in water
Vafaeezadeh, Majid,Dizicheh, Zahra Bahrami,Hashemi, Mohammad Mahmoodi
, p. 96 - 100 (2013)
A novel silica-functionalized dual Br?nsted acidic ionic liquid (ionic liquid with two Br?nsted acidic species) has been reported as a highly efficient catalyst for thioacetalization of carbonyl compounds. The reaction was efficiently performed in water a
Polymer-assisted dithane hydrolysis with minimum workup
Luiken, Silke,Kirschning, Andreas
, p. 2018 - 2020 (2008)
(Chemical Equation Presented) The first solid-phase-assisted protocol for the hydrolysis of dithioacetals is described using three different functionalized ion exchange resins. The hydrolysis and the purification proceed under milder conditions than common homogeneously employed reagents so that very reactive carbonyl compounds can be prepared.
Heteropoly acids as heterogeneous catalysts for thioacetalization and transthioacetalization reactions
Firouzabadi,Iranpoor,Amani
, p. 59 - 62 (2002)
Heteropoly acids are effective solid catalysts for the thioacetalization of carbonyl compounds. Tungstophosphoric acid (H3PW12O40), was found to be an effective and a highly selective catalyst for the thioacetalization of aldehydes, ketones and for the transthioacetalization of acetals, acylals and O,S-acetals which proceeded in excellent yields in the absence of solvent. The catalyst has also been successfully applied to the chemoselective conversion of α- or β-diketones and a β-keto ester into the corresponding dithioacetals. Sterically hindered carbonyl compounds such as camphor and benzophenone were also converted to their corresponding thioacetals in refluxing petroleum ether in 89-94percent yields. Surprisingly, anthrone was reduced to anthracene in 91percent yield.
Ferric hydrogensulfate as effective and recyclable catalyst for mild dithioacetalization of aldehydes and ketones
Shaterian, Hamid Reza,Ahmadian, Hamid Reza,Ghashang, Majid,Doostmohammadi, Razieh,Yarahmadi, Hossein
, p. 1099 - 1108 (2008)
Ferric hydrogensulfate has been found to be an extremely efficient and recyclable heterogeneous catalyst for dithioacetalization reactions. Carbonyl compounds have been successfully converted into their corresponding dithiolanes and dithianes derivatives
Chemoselective dithioacetalization of carbonyl compounds using magnesium hydrogensulfate as efficient heterogeneous catalyst
Shaterian, Hamid Reza,Hosseinian, Asghar,Ghashang, Majid,Khorami, Fahimeh
, p. 2490 - 2501 (2008)
Carbonyl compounds have been successfully converted into their corresponding dithiolanes and dithianes derivatives with 1,2-ethanedithiol and 1,3-propanedithiol in excellent yield at room temperature and short reaction times using a catalytic amount of ma
The First Nonthiolic, Odorless 1,3-Propanedithiol Equivalent and Its Application in Thioacetalization
Liu, Qun,Che, Guangbo,Yu, Haifeng,Liu, Yingchun,Zhang, Jingping,Zhang, Qian,Dong, Dewen
, p. 9148 - 9150 (2003)
2-[2-Chloro-1-(1-chlorovinyl)allylidene]-1,3-dithiane 1 was synthesized by the chlorination of 3-(1,3)-dithianylidenepentane-2,4-dione 2 using the Vilsmeier-Haack reagent in 99% yield. As a novel nonthiolic, odorless 1,3-propane-dithiol equivalent, 1 was investigated in the thioacetalization reaction. Various types of aldehydes and ketones 3 were converted to the corresponding dithianes 4 in the presence of 1 in high yields (79-97%). Moreover, 1 exhibited obvious chemoselectivity between aldehyde and ketone in this thioacetalization reaction. A mechanism for this thioacetalization reaction is proposed.
Silica-supported perchloric acid (HClO4-SiO2): A versatile catalyst for tetrahydropyranylation, oxathioacetalization and thioacetalization
Khan, Abu T.,Parvin, Tasneem,Choudhury, Lokman H.
, p. 2497 - 2502 (2006)
A simple and convenient synthetic protocol for the protection of hydroxyl group as tetrahydropyranyl ether as well as carbonyl functionality as oxathioacetal and thioacetal has been achieved using a catalytic amount of silica-supported perchloric acid und
