23837-15-2Relevant academic research and scientific papers
Chlorotrimethylsilane and Sodium Iodide: A Remarkable Metal-Free Association for the Desulfurization of Benzylic Dithioketals under Mild Conditions
Zhao, Guangkuan,Yuan, Ling-Zhi,Alami, Mouad,Provot, Olivier
, p. 2522 - 2536 (2018/05/14)
A novel metal-free process allowing the reductive desulfurization of various benzylic dithioketals to afford diarylmethane and benzylester derivatives with good to excellent yields is reported. At room temperature, this mild reduction process requires only the use of TMSCl and NaI in CH2Cl2 and tolerates a large variety of functional groups. (Figure presented.).
Ethyl lactate mediated thioacetalization of aldehydes at ambient temperature
Wan, Jie-Ping,Jing, Yanfeng,Liu, Yunyun
, p. 1302 - 1305 (2016/09/28)
Dithioacetalization reactions of aldehydes with thiols/thiophenols have been successfully achieved at room temperature by employing the green, bio-based ethyl lactate as the reaction medium. By means of this sustainable approach, a class of dithioacetals has been acquired with high diversity and efficiency.
Synthesis in ionic liquids only: Access to α-oxo-γ-thio-esters via Mukaiyama coupling
Jebri, Khouloud,Mazières, Marie-Rose,Ballereau, Stéphanie,Ben Ayed, Ta?cir,Plaquevent, Jean-Christophe,Baltas, Michel,Guillen, Frédéric
supporting information, p. 1353 - 1356 (2014/03/21)
Ionic liquids are solvents general enough to conduct a multi-step process in organic synthesis. We show that both the preparation of starting materials (thioacetals and enoxysilane) as well as their coupling can be realized in such medium.
Facile deprotection of dithioacetals by using a novel 1,4-benzoquinone/cat. NaI system
Inamoto, Kiyofumi,Yamada, Tetsuya,Kato, Sei-Ichi,Kikkawa, Shoko,Kondo, Yoshinori
, p. 9192 - 9199 (2013/10/01)
The combination of 1,4-benzoquinone and a catalytic amount of NaI was found to be effective for the deprotection of dithioacetals. The reactions proceeded efficiently under mild, near-neutral reaction conditions, producing a wide range of aryl and alkyl aldehydes and ketones generally in high yields with good functional group compatibility. The method developed therefore represents a general, facile, and highly applicable approach for deprotecting dithioacetals.
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
Catalytic syntheses of γ-functionalized α-keto esters from thioacetals and N,O-acetals
Krebs, Anke,Bolm, Carsten
experimental part, p. 4055 - 4060 (2011/06/24)
Ethyl 2-(trimethylsilyloxy)acrylic ester (1a) reacts with thioacetals providing the corresponding α-keto-γ-thio esters in good to satisfactory yields. Whereas aminals do not react, N,O-acetals lead to γ-amino-α-keto esters in good to excellent yields. All reactions proceed under mild reaction conditions, and no additional work up is required. Subsequent transformations of the obtained products to the corresponding α-oximes have been demonstrated.
Hafnium trifluoromethanesulfonate (hafnium triflate) as a highly efficient catalyst for chemoselective thioacetalization and transthioacetalization of carbonyl compounds
Wu, Yan-Chao,Zhu, Jieping
supporting information; experimental part, p. 9522 - 9524 (2009/04/06)
(Chemical Equation Presented) A range of carbonyl compounds including aliphatic and aromatic aldehydes and ketones were converted to the corresponding thioacetals in high yields in the presence of a catalytic amount of hafnium trifluoromethanesulfonate (0.1 mol %, room temperature). The mild conditions tolerated various sensitive functional and protecting groups and were racemization-free when applied to α-aminoaldehydes. Transacetalization and chemoselective thioacetalization of aromatic aldehydes in the presence of aliphatic aldehydes and ketones were also documented.
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
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
An efficient method for thioacetalization of carbonyl compounds in the presence of a catalytic amount of benzyltriphenylphosphonium tribromide under solvent-free conditions
Hajipour, Abdol R.,Pourmousavi, Seied A.,Ruoho, Arnold E.
, p. 921 - 937 (2008/02/05)
A variety of carbonyl compounds have been successfully converted to the corresponding thioacetal derivatives in good to excellent yields on the reaction of carbonyl compounds with 1,2-ethanedithiole, 1,3-propanedithiol, and ethanethiol in the presence of
