6956-37-2Relevant academic research and scientific papers
Practical acetalization and transacetalization of carbonyl compounds catalyzed by recyclable PVP-I
Cao, Fu-Rong,Lu, Guangying,Ren, Jiangmeng,Wang, Di,Zeng, Bu-Bing
, (2021/06/21)
A novel PVP-I catalyzed acetalizations/transacetalizations of carbonyl compounds has been developed processing with a mild and easy handling fashion. Different types of Acyclic and cyclic acetals were prepared from carbonyl compounds or their acetals successfully. Further applications of newly developed catalytic combination were testified. This protocol featured with simplicity of operation, mild reaction condition, short reaction time, recyclable of catalyst and broad substrates scope with excellent yields.
Photochemical synthesis of acetals utilizing Schreiner's thiourea as the catalyst
Kokotos, Christoforos G.,Nikitas, Nikolaos F.,Spiliopoulou, Nikoleta
supporting information, p. 3539 - 3545 (2020/06/25)
Acetalization of aldehydes is an area of great importance in Organic Chemistry for both synthetic and biological puproses. Herein, we report a mild, inexpensive and green photochemical protocol, where Schreiner's thiourea (N,N′-bis[3,5-bis(trifluoromethyl)-phenyl]-thiourea) is utilized as the catalyst and cheap household lamps as the light source. A variety of aromatic and aliphatic aldehydes were converted into acetals in good to high yields (23 examples, 36-96% yield) and an example of the synthesis of a cyclic acetal is provided. The reaction mechanism was also studied.
Photo-organocatalytic synthesis of acetals from aldehydes
Nikitas, Nikolaos F.,Triandafillidi, Ierasia,Kokotos, Christoforos G.
supporting information, p. 669 - 674 (2019/02/14)
A mild and green photo-organocatalytic protocol for the highly efficient acetalization of aldehydes has been developed. Utilizing thioxanthenone as the photocatalyst and inexpensive household lamps as the light source, a variety of aromatic and aliphatic aldehydes have been converted into acyclic and cyclic acetals in high yields. The reaction mechanism was extensively studied.
Synthesis of propargylic ethers by gold-mediated reaction of terminal alkynes with acetals
Furuta, Miyu,Sugiyama, Kyoko,Yamaguchi, Minami,Ueda, Hirofumi,Tokuyama, Hidetoshi
, p. 872 - 876 (2019/08/20)
A gold-catalyzed introduction of various terminal alkynes to acetals was investigated. Extensive optimization of the reaction conditions revealed that thermally stable cationic gold catalysts bearing bulky ligands such as 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene 3-1H-benzo[d][1,2,3]triazolyl gold trifluoromethanesulfonate (IPrAu(BTZ-H)OTf) were particularly suitable for the reaction. Additionally, significant solvent effects were observed. Ether solvents such as tetrahydrofuran (THF), cyclo pentyl methyl ether (CPME), and 1,4-dioxane were effective for the reaction. Studies on the scope of substrates and alkynes indicated that various alkynes and acetals were feasible to provide a wide range of propargylic ethers.
Antimony(v) catalyzed acetalisation of aldehydes: An efficient, solvent-free, and recyclable process
Ugarte, Renzo Arias,Hudnall, Todd W.
, p. 1990 - 1998 (2017/06/09)
A highly selective, solvent-free process for the acetalisation of aldehydes was achieved by the use of a readily accessible antimony(v) catalyst which we previously prepared in our lab as a tetraarylstibonium triflate salt ([1][OTf]). High yields of the acetals were achieved in the presence of stoichimetric amounts of either triethoxymethane or triethoxysilane. It was found that triethoxymethane reactions required longer time to reach completion when compared to triethoxysilane reactions which were completed upon mixing of the reagents. The products can be easily separated from the catalyst by distillation which enabled further use of [1][OTf] in additional calytic reactions (up to 6 cycles). Moreover, [1]+ also catalyzed the deprotection of the acetals into their corresponding aldehydes using only water as a solvent.
Green synthesis method of acetal-type or ketal-type compound
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Paragraph 0063-0068, (2017/05/26)
The invention discloses a green synthesis method of an acetal-type or ketal-type compound. A carbonyl compound is used as a raw material, a hydrogen-loaded compound is used as a catalyst, then an alcohol substance is added, a reaction is performed to generate the acetal-type or ketal-type compound. The synthesis method is simple and convenient, is high in conversion rate and yield, is safe and stable, has low toxicity and is easy to operate; the used catalyst is simple to prepare, and is cheap and easy to obtain; the reaction process is mild and efficient; the product is easy to separate and purify; the green synthesis method has a wide substrate application range, can be used for synthesizing acetal and ketal spices, and has potential industrial application value.
A recyclable fluorous hydrazine-1,2-bis(carbothioate) with NCS as efficient catalysts for acetalization of aldehydes
Zhu, Yi-Wei,Yi, Wen-Bin,Cai, Chun
supporting information, p. 890 - 892 (2013/07/05)
A fluorous hydrazine-carbothioate organocatalyst was prepared. Together with NCS, the catalyst showed a good activity in acetalization of aldehydes and alcohols. It could be recovered from the reaction mixture by fluorous solid-phase extraction (F-SPE) with excellent purity for direct reuse.
Carbon nanotubes supported palladium catalysts for selective hydrogenation of cinnamaldehyde under atmospheric pressure
Ge, Changhua,Li, Yan,Zhao, Jie,Zhou, Renxian
scheme or table, p. 281 - 287 (2011/01/07)
Carbon nanotubes supported Pd catalysts have been prepared by an impregnation method with aqueous solution containing a Pd(II) salt. The selective hydrogenation of cinnamaldehyde with the catalysts is studied in ethanol at 30 °C under atmospheric pressure. A comparison has been made with activated carbon and graphite supported Pd catalysts. The results show that all the Pd/CNTs catalysts prepared with different Pd precursors exhibit good catalytic properties. The Pd/CNTs(a) catalyst prepared with Pd(NH 3)4Cl2 as Pd precursor shows remarkably high selectivity (90.8%) for the conversion of cinnamaldehyde (92.0%) with 18.1 mmol H 2 g-1 min-1 hydrogenation rate. The influence of the solvent polarity and promoter has been investigated. The results demonstrate that highly polar solvent is advantageous for catalytic activity of Pd/CNTs(a) catalyst, while traces of weak base is advantageous for selective hydrogenation of C=C double bond.
NCS with thiourea as highly efficient catalysts for acetalization of aldehydes
Mei,Bentley,Du
supporting information; experimental part, p. 4199 - 4200 (2009/10/04)
NCS/thiourea-mediated acetalization of aldehydes and alcohols has rapidly provided acetals in almost quantitative yields.
Gallium triiodide as a highly efficient and mild catalyst for the diethyl acetalization of carbonyl compounds
Ding, Jin-Chang,Xu, Rong,Liu, Miao-Chang,Chen, Xi-An,Wu, Hua-Yue
experimental part, p. 566 - 568 (2009/07/18)
Diethyl acetals were obtained from carbonyl compounds in good to excellent yields under mild reaction conditions in the presence of triethyl orthoformate and a catalytic amount of gallium triiodide in anhydrous ethanol.
