93500-17-5Relevant academic research and scientific papers
Zeolite Beta nanoparticles assembled Cu catalysts with superior catalytic performances in the synthesis of thioesters by cross-coupling of aldehydes and disulfides
Zheng, Xiang,Fu, Wenqian,Xiong, Jing,Xi, Jiachen,Ni, Xiaojun,Tang, Tiandi
, p. 152 - 157 (2016/03/22)
Development of the highly active and stable heterogeneous transition metal catalysts is of great importance in synthetic chemistry. Herein, zeolite Beta nanoparticles assembled Cu catalyst (Cu-Beta-Nano) with high external surface area was directly synthe
S-Acylation of aliphatic and aromatic thiols with carboxylic acids and their esters over solid acid catalysts in the gas phase at temperatures above 200 °c
Nagashima, Sayoko,Yamazaki, Hitomi,Kudo, Kentaro,Kamiguchi, Satoshi,Chihara, Teiji
, p. 332 - 338 (2013/07/26)
Benzenethiol is reacted with acetic acid in a hydrogen stream over [(Mo6Cl8)Cl4(H2O) 2]·6H2O. Catalytic activity of the clusters appears above 200 °C, yielding S-phenyl thioacetate. The selectivity is 98% at 300 °C. Niobium, tantalum, and tungsten halide clusters with the same octahedral metal framework also catalyze the reaction. Benzoic acid and aliphatic carboxylic acids afford the corresponding S-phenyl carbothioates by reaction with benzenethiol. Aliphatic thiols are also S-acylated to yield the corresponding S-alkyl carbothioates. When carboxylic esters are applied to the reaction with benzenethiol over [(Nb6Cl12)Cl 2(H2O)4]·4H2O at 450 °C, the sterically unhindered moiety of the ester is incorporated into the products: S-phenyl thioacetate or methyl phenyl sulfide is obtained selectively. A Br?nsted acid site developed on the cluster complex by thermal activation is the active site of the catalyst. Hence, solid acids such as silica-alumina, zeolites, and heteropoly acids that are stable above 200 °C also catalyze these reactions.
Rapid and convenient thioester synthesis under phase-transfer catalysis conditions
Simion, Cristian,Hashimoto, Iwao,Mitoma, Yoshiharu,Simion, Alina Marieta,Egashira, Naoyoshi
experimental part, p. 2480 - 2488 (2011/02/23)
Various thioesters were obtained through an efficient phase-transfer catalysis method, by treating several thiophenols with different acyl chlorides, in a biphasic system composed of 10% aqueous NaOH and dichloromethane in the presence of tetrabutylammonium chloride. The thiolation reaction was complete in only 5 minutes, at 0C. Taylor & Francis Group, LLC.
A New and Efficient Esterification Reaction via Mixed Anhydrides by the Promotion of a Catalytic Amount of Lewis Acid
Miyashita, Mitsutomo,Shiina, Isamu,Miyoshi, So,Mukaiyama, Teruaki
, p. 1516 - 1527 (2007/10/02)
In the presence of a catalytic amount of Lewis acid, various carboxylic esters or S-phenyl carbothioates are prepared in excellent yields by the respective reactions of equimolar amounts of silyl carboxylates and alkyl silyl ethers or phenyl silyl sulfides with 4-trifluoromethylbenzoic anhydride.
A New and Efficient Method for the Preparation of S-Phenyl Carbothioates via Mixed Anhydrides Using Active Titanium(IV) Salts
Mukaiyama, Teruaki,Miyashita, Mitsutomo,Shiina,, Isamu
, p. 1747 - 1750 (2007/10/02)
In the presence of a catalytic amount of titanium(IV) salt, various S-phenyl carbothioates are prepared in excallent yields by the reaction of nearly equimolar amounts of silyl derivatives of carboxylic acids and benzenethiols with p-trifluoromethylbenzoic anhydride.
Preparation of 2-Halogeno S-Phenyl Thioesters from 2-Phenylsulphonyl-2-phenylthiooxiranes. Crystal Structures of 2-Phenylsulphonyloxiranes
Hewkin, Cheryl T.,Jackson, Richard F. W.,Clegg, William
, p. 3091 - 3102 (2007/10/02)
1-Phenylsulphonyl-1-phenylthioalkenes 8 are prepared with high stereoselectivity as (E) isomers in a one-pot process by reaction of phenyl phenylthiomethyl sulphone 9 with aldehydes, followed by elimination.Nucleophilic epoxidation of these alkenes with l
A Practical and Efficient Method for the Synthesis of β-Lactones
Danheiser, Rick L.,Nowick, James S.
, p. 1176 - 1185 (2007/10/02)
This paper describes a convenient one-step preparation of β-lactames based on the addition of thiol ester enolates to carbonyl compounds.Under the proper conditions the resulting aldolates undergo spontaneous cyclization to produce β-lactones in good to excellent yield.The new β-lactone synthesis provides access to 2-oxetanones with a variety of substituents and substitution patterns.In general, thiol ester enolates combine with carbonyl compounds to form the less sterically crowded β-lactone diasteromers, and in some cases the reaction proceeds with excellent stereoselectivity.In conjunction with the stereospecific decarboxylation of β-lactones, this chemistry also provides a very attractive approach to the synthesis of substituted alkenes.
lithium and lithium. Convenient Reagents for the Facile Conversion of Aldehydes, Ketones, and 3-Alkoxy Enones into Ketene O,S-Acetal Derivatives
Hackett, Steven,Livinghouse, Tom
, p. 879 - 885 (2007/10/02)
The title organometalics have been found to react in the 1,2-sense with a variety of carbonyl compounds to provide O,S-acetal and ketene O,S-acetal derivatives in high yield.The β,γ-unsaturated O,S-acetals obtained via the reaction of methoxy(phenylthio)
METHOXYPHENYLTHIOTRIMETHYLSILYLMETHYLLITHIUM A CONVENIENT REAGENT FOR THE HOMOLOGATION OF CARBONYL COMPOUNDS
Hackett, Steven,Livinghouse, Tom
, p. 3539 - 3542 (2007/10/02)
A facile homologation procedure for the conversion of carbonyl compounds into ketene-O,S-acetals is described.These intermediers are readily converted into ketene-O-silyl,S-acetals, thioesters, and carboxamides.
