27482-20-8Relevant academic research and scientific papers
Chemoselective and odorless transthioacetalization of acetals using α-oxo-ketene dithioacetals as thiol equivalents
Yu, Hai-Feng
, p. 1280 - 1286 (2013/04/10)
Using α-oxo-ketene dithioacetals 1a as odorless thiol equivlents, an efficient and odorless transthioacetalization of acetals 2 has been developed. In the presence of MeCOCl in MeOH, the cleavage of 1a commences to generate thiols at both room and reflux temperatures, and the generated thiols then react with acetals 2 to give correspecting thioacetals 3 in good yield. This transthioacetalization is characterized by mild reaction conditions, simple procedure, good yields, and perfect chemoselectivity. It is noteworthy that only a very faint odor of thiols can be perceived during both the reaction and workup.
Silica-supported phosphorus pentoxide: A reusable catalyst for S,S-acetalization of carbonyl groups under ambient conditions
Shaterian, Hamid Reza,Azizi, Kobra,Fahimi, Nafiseh
experimental part, p. 85 - 91 (2012/01/06)
Phosphorus pentoxide supported on silica gel (P2O 5/SiO2) efficiently acts as a highly active and reusable catalyst for cyclic and non-cyclic S,S-acetalization of a variety of carbonyl compounds under mild, solvent-free an
Silica-PCl5: A novel heterogenous catalyst for simple and efficient chemoselective protection of carbonyl compounds
Pandey, Lokesh Kumar,Pathak, Uma,Tank, Rekha,Mazumder, Avik
experimental part, p. 167 - 171 (2010/07/05)
A simple, efficient and environmentally benign procedure has been developed for chemoselective protection of carbonyl compounds using the newly developed heterogeneous catalyst: Silica-PCl5. A variety of aldehydes and ketones were efficiently c
GaCI3- and TiCl4-catalyzed insertion of isocyanides into a C-S bond of dithioacetals
Tobisu, Mamoru,Ito, Sana,Kitajima, Aki,Chatani, Naoto
supporting information; body text, p. 5223 - 5225 (2009/06/18)
(Chemical Equation Presented) The insertion reaction of isocyanide into a C-S bond of dithioacetals is catalyzed by GaCl3 or TiCl4 to afford thioimidates containing an a-alkylthio group. Balanced thiophilicity of these Lewis acids is
Simple, mild and efficient thioacetalization and transthioacetalization of carbonyl compounds and deprotection of thioacetals: Unique role of thiols in the selectivity of thioacetalization
Das, Biswanath,Ramu, Ravirala,Reddy, Majjigapu Ravinder,Mahender, Gurram
, p. 250 - 254 (2007/10/03)
Silica supported sodium hydrogen sulfate (NaHSO4·SiO 2) has been employed for efficient thioacetalization and transthioacetalization of carbonyl compounds in CH2Cl2 at room temperature. Selectivity of thioacetalization was dependent on the thiols used for the conversion. The same catalyst was also found to be effective for deprotection of thioacetals in CH2Cl2-H2O at room temperature.
Chemoselective thioacetalization and transthioacetalization of carbonyl compounds catalyzed by immobilized scandium(III) triflate in ionic liquids
Kamal, Ahmed,Chouhan, Gagan
, p. 3337 - 3340 (2007/10/03)
Immobilized scandium triflate [Sc(OTf)3] in ionic liquids has been found to be an extremely efficient and recyclable catalyst for the thioacetalization and transthioacetalization of both aromatic and aliphatic aldehydes. Significant rate acceleration and chemoselectivity was achieved by employing this catalytic system.
2,4,4,6-Tetrabromo-2,5-cyclohexadienone (TABCO), N-bromosuccinimide (NBS) and bromine as efficient catalysts for dithioacetalization and oxathioacetalization of carbonyl compounds and transdithioacetalization reactions
Iranpoor, Nasser,Firouzabadi, Habib,Shaterian, Hamid Reza,Zolfigol
, p. 1047 - 1071 (2007/10/03)
The use of 2,4,4,6-tetrabromo-2,5-cyclohexadienone (TABCO), N-bromosuccinimide (NBS), and bromine as efficient catalysts for conversion of carbonyl compounds to their cyclic and acyclic dithioacetals and 1,3-oxathiolanes under mild reaction conditions are described. These catalysts are also used for efficient transdithioacetalization of acetals, diacetals, ketals, acylals, enamines, hydrazones, and oximes with high yields in the presence of thiols.
Indium(III) chloride catalyzed efficient conversion of carbonyl compounds to 1,3-dithioacetals
Yadav,Subba Reddy,Pandey, Sushil Kumar
, p. 715 - 719 (2007/10/03)
Several aldehydes and ketones were efficiently converted into their corresponding dithioacetals and 1,3-dithianes in high yields using catalytic amount of indium(III) chloride in dichloromethane.
The synthesis of α-acetoxy sulfides and their Lewis acid-mediated reactions
Kraus, George A.
, p. 2599 - 2602 (2007/10/02)
α-Acetoxy sulfides can be conveniently prepared by the reaction of dithioacetals with mercuric acetate at ambient temperature. They react with allyltrimethylsilane, enol silyl ethers, and cyanotrimethylsilane in the presence of SnCl4 to afford
An expeditious synthesis of dithioacetals using zeolites
Kumar,Reddy,Singh,Pandey
, p. 67 - 69 (2007/10/02)
A simple and efficient catalytic method for dithioacetalization of various carbonyl compounds (saturated and α,β-unsaturated aliphatic, aromatic, heteroaromatic and hindered) with ethanethiol and 1,3-propanedithiol using H-Y and H-mordenite (H-M) zeolites
