56637-45-7Relevant academic research and scientific papers
Mild Deprotection of Dithioacetals by TMSCl/NaI Association in CH3CN
Yao, Yunxin,Zhao, Guangkuan,Hamze, Abdallah,Alami, Mouad,Provot, Olivier
, p. 5775 - 5779 (2020/08/17)
A mild process using a combination of TMSCl and NaI in acetonitrile is used to regenerate carbonyl compounds from a variety of dithiane and dithiolane derivatives. This easy to handle and inexpensive protocol is also efficient to deprotect oxygenated and mixed acetals as 1,3-dioxanes, 1,3-dioxolanes and 1,3-oxathianes quantitatively. As a possible extension of this method, it was also shown that nitrogenated substrates such as hydrazones, N-tosylhydrazones, and ketimines reacted well under these conditions to give the expected ketones in high yields. The methodology proposed herein is a good alternative to the existing methods since it does not use metals, oxidants, reducing agents, acidic or basic media, and keto-products were obtained in high to excellent yields.
Alcohol-mediated direct dithioacetalization of alkynes with 2-chloro-1,3-dithiane for the synthesis of Markovnikov dithianes
Liu, Teng,Tian, Lixia,Lai, Junshan,Min, Deng,Qu, Mengnan,Tang, Shouchu
supporting information, p. 4068 - 4071 (2017/07/10)
An alcohol-mediated dithioacetalization process that gains direct access to the corresponding Markovnikov-selective 1,3-dithianes using unactivated alkynes and nonthiolic/odorless 2-chloro-1,3-dithiane in a highly efficient manner has been developed. This methodology has the advantage of having mild reaction conditions, and the dithioacetalization process gives good to excellent yields with high Markovnikov-selectivity.
A substituted -1,3-dithiane-preparation method of compound
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Paragraph 0044-0048, (2017/01/31)
The invention discloses a method for preparing substituted-1,3-dithiane compounds. The method comprises the following steps: 1. with 1,2-dichloroethane or dichloromethane as a solvent, stirring to react 2-chlor-1,3-dithiane with alkynes with a general formula I for 1-24 hours at a temperature condition of 45-80 DEG C in the presence of an acid medium and alcoholic compounds; 2. removing the solvent in the reaction system by rotary evaporation after the reaction, and separating and purifying the residues by column chromatography to obtain substituted-1,3-dithiane compounds with a general formula II. According to the method disclosed by the invention, the 2-chlor-1,3-dithiane directly reacts with different types of alkynes, thereby not only avoiding the defects of foul smell, strong volatility and toxicity when 1,3-propanedithiol is used, but also being safe in operation and environmental friendly, and the method has the advantages of mild reaction conditions, simple operation, high yield, etc.
SBA-15 functionalized sulfonic acid containing a confined hydrophobic and acidic ionic liquid: A highly efficient catalyst for solvent-free thioacetalization of carbonyl compounds at room temperature
Karimi, Babak,Vafaeezadeh, Majid
, p. 23207 - 23211 (2013/11/19)
A novel application of SBA-15 functionalized sulfonic acid containing a confined ionic liquid has been introduced to convert various carbonyl compounds to their corresponding dithioacetals and dithioketals at room temperature and under solvent-free condit
Chemoselective dithioacetalization and oxathioacetalization of carbonyl compounds using alumina sulfuric acid as catalyst
Shaterian, Hamid Reza,Hosseinian, Asghar,Ghashang, Majid
experimental part, p. 4097 - 4106 (2009/04/11)
Carbonyl compounds have been successfully converted into their corresponding dithiolane, dithiane, and oxathiolane derivatives using a catalytic amount of alumina sulfuric acid (Al2O3-SO3H) with excellent yields at room temperature in short reaction times under mild conditions. This simple method is a highly chemoselective procedure for protection of aldehydes in the presence of ketones, and the heterogeneous catalyst can be recovered and reused several times without any loss of its activity. Copyright Taylor & Francis Group, LLC.
Efficient method for thioacetalization of carbonyl compounds in the presence of a catalytic amount of benzyltriphenylphosphonium tribromide (BTPTB) under solvent-free conditions
Hajipour, Abdol Reza,Pourmousavi, Seied A.,Ruoho, Arnold E.
, p. 2548 - 2566 (2008/12/22)
A variety of carbonyl compounds have been successfully converted to the corresponding thioacetal derivatives in good to excellent yields on reaction of carbonyl compounds with 1,2-ethanedithiole, 1,3-propanedithiol, and ethylthiol in the presence of a cat
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.
2,3-Dihydro-dithiin and -dithiepine-1,1,4,4-tetroxides: Small molecule non-peptide antagonists of the human galanin hGAL-1 receptor
Scott, Malcolm K.,Ross, Tina M.,Lee, Daniel H. S.,Wang, Hoau-Yan,Shank, Richard P.,Wild, Kenneth D.,Davis, Coralie B.,Crooke, Jeffrey J.,Potocki, Alexander C.,Reitz, Allen B.
, p. 1383 - 1391 (2007/10/03)
The neuropeptide galanin modulates several physiological functions such as cognition, learning, feeding behavior, and depression, probably via the galanin 1 receptor (GAL-R1). Using an HTS assay based on 125I-human galanin binding to the human
Zirconium tetrachloride (ZrCl4) catalyzed highly chemoselective and efficient transthioacetalization of acetals
Firouzabadi, Habib,Iranpoor, Nasser,Karimi, Babak
, p. 319 - 320 (2007/10/03)
Zirconium tetrachloride (ZrCl4) is an efficient catalyst for the highly chemoselective transthioacetalization of acetals under mild reaction conditions.
Pyrylium Salt Sensitized Photochemical Deprotections of Dithioacetals and Ketals
Kamata, Masaki,Murakami, Yukiko,Tamagawa, Yasuko,Kato, Mitsuaki,Hasegawa, Eietsu
, p. 12821 - 12828 (2007/10/02)
Photoreactions of various dithioacetals and ketals using tris(p-chlorophenyl)pyrylium perchlorate as a sensitizer were studied.Irradiation (λ>360 nm) of dichloromethane solutions containing dithioacetals or ketals and pyrylium salt afforded the corresponding carbonyl compounds in good to excellent yields in the presence of molecular oxygen.
