10022-28-3Relevant articles and documents
Highly effective acetalization of aldehydes and ketones with methanol on siliceous mesoporous material
Tanaka, Yasuhiro,Sawamura, Naoki,Iwamoto, Masakazu
, p. 9457 - 9460 (1998)
Aromatic and linear aldehydes as well as cyclohexanone could be converted to the corresponding dimethylacetals in yields of ca. 90-100% at ambient or refluxing temperature in the titled reaction.
An efficient and versatile procedure for the synthesis of acetals from aldehydes and ketones catalyzed by lithium tetrafluoroborate
Hamada, Nao,Kazahaya, Kiyoshi,Shimizu, Hisashi,Sato, Tsuneo
, p. 1074 - 1076 (2004)
Acetals are obtained in good to excellent yields by treatment of aldehydes and ketones with trialkyl orthoformate and the corresponding alcohol in the presence of a catalytic amount of lithium tetrafluoroborate. Due to the mild reaction conditions, this method is compatible with acid-sensitive substrates.
Novel and facile selective reduction of carboxylic acid with a samarium diiodide-lanthanide triflate-methanol-base system
Kamochi, Yasuko,Kudo, Tadahiro
, p. 341 - 344 (2000)
The facile selective reduction of carboxylic acids in the presence of an aldehyde or that bearing a formyl group proceeded smoothly with a samarium diiodide-lanthanide triflate-methanol-base system at room temperature to give the corresponding alcohols in good to almost quantitative yield.
Formation of Acetals and Ketals from Carbonyl Compounds: A New and Highly Efficient Method Inspired by Cationic Palladium
Green, Shawn D.,Kindoll, Tyler,Lazaro-Martinez, Brenda,Mensah, Enoch A.,West, Jesse
, p. 1810 - 1814 (2019)
The development of a new, highly efficient, and simple method for masking carbonyl groups as acetals and ketals is described. This methodology relies on the nature of the palladium catalyst to direct the acetalization/ketalization reaction. This new protocol is mild and proceed with a very low catalyst loading at ambient temperatures. The method has been extended to a wide variety of different carbonyl compounds with various steric encumbrances to form the corresponding acetals and ketals in excellent yields.
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
, p. 890 - 892 (2013)
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.
Zinc chloride as an efficient catalyst for chemoselective dimethyl acetalization
Roy, Anupam,Rahman, Matiur,Das, Sudarshan,Kundu, Dhiman,Kundu, Shrishnu Kumar,Majee, Adinath,Hajra, Alakananda
, p. 590 - 595 (2009)
Commercially available anhydrous zinc chloride has been found to be a highly efficient catalyst for dimethyl acetalization in high yields by treatment of aldehydes and ketones with trimethyl orthoformate in methanol-cyclohexane at reflux temperature. Copyright Taylor & Francis Group, LLC.
Transformations of peroxide olefin ozonolysis products in methanol in the presence of water
Ishmuratov,Legostaeva,Garifullina,Botsman,Muslukhov,Tolstikov
, (2013)
Transformations of peroxide products of ozonolysis of various olefins with different degrees of substitution at the double bond by the action of hydroxylamine and semicarbazide hydrochloride in methanol in the presence of water as co-solvent were studied.
Photo-organocatalytic synthesis of acetals from aldehydes
Nikitas, Nikolaos F.,Triandafillidi, Ierasia,Kokotos, Christoforos G.
, p. 669 - 674 (2019)
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.
One-pot Synthesis of Acetals by Tandem Hydroformylation-acetalization of Olefins Using Heterogeneous Supported Catalysts
Li, Xiao,Qin, Tingting,Li, Liusha,Wu, Bo,Lin, Tiejun,Zhong, Liangshu
, p. 2638 - 2646 (2021)
Abstract: A green route for one?pot synthesis of acetals by tandem hydroformylation?acetalization of olefins using supported Rh?based?catalysts was developed. Experimental results demonstrated that suitable Rh loading (1 wt%) with appropriate reaction temperature (120?°C) and reaction time (8?h) were favorable for the formation of acetals, and a high acetals selectivity of 94.6% was achieved. More importantly, the selectivity to valuable linear products was enhanced in this tandem catalysis. Based on the catalytic mechanism study, highly dispersed RhOx nanoparticles and abundant acid sites on the supports were responsible for the hydroformylation and acetalization, respectively. Graphical abstract: One-pot synthesis of acetals directly from olefins with high selectivity was achieved over heterogeneous bifunctional catalysts via tandem hydroformylation-acetalization. [Figure not available: see fulltext.]
SO3H-functionalized silica for acetalization of carbonyl compounds with methanol and tetrahydropyranylation of alcohols
Shimizu, Ken-Ichi,Hayashi, Eidai,Hatamachi, Tsuyoshi,Kodama, Tatsuya,Kitayama, Yoshie
, p. 5135 - 5138 (2004)
Sulfonic acid group-functionalized amorphous silica acts as a highly effective and reusable catalyst for acetalization of various carbonyl compounds with methanol and tetrahydropyranylation of alcohols.
