833-64-7

Upstream product

• 555-16-8 4-nitrobenzaldehdye 
• 504-63-2 trimethyleneglycol 
• 881-67-4 4-nitrobenzaldehyde dimethyl acetal 
• 17887-80-8 1,3-bis(trimethylsiloxy)propane 
• 22391-06-6 2-(4-nitrophenyl)-1,3-oxathiolane 

Downstream Products

• 1350550-52-5 1,3-bis(4-nitrobenzyloxy)propane 
• 41159-02-8 2-(4-nitrophenyl)-1,3-dithiolane 
• 24588-74-7 4-nitrophenyl-1,3-dithiane 

Relevant academic research and scientific papers

Practical acetalization and transacetalization of carbonyl compounds catalyzed by recyclable PVP-I

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.

A Direct Method for the Efficient Synthesis of Benzylidene Acetal at Room Temperature

For the first time, a metal-free direct method has been developed for the efficient synthesis of benzylidene acetal at room temperature using Dowex 50WX8 as a solid acid catalyst and Cl3CCN as a novel water scavenger. At room temperature, a wide variety of aryl and α,β-unsaturated aldehydes react readily with functionalized 1,2- and 1,3-diols to furnish the corresponding acetals in very good yields. Labile functional groups, like N-Boc, N-Cbz, -OTBDMS, -OBn, -N3 and acetonide are found to be stable under the reaction conditions. The versatility of this method is further demonstrated with carbohydrate substrates and optically active diols.

Synthesis and characterization of a tetracationic acidic organic salt and its application in the synthesis of bis(indolyl)methanes and protection of carbonyl compounds

A new tetracationic acidic organic salt (TCAOS) based on DABCO was prepared, characterized and applied as an eco-friendly, powerful and reusable catalyst for the synthesis of bis(indolyl)methanes from indoles and carbonyl compounds in water with high turnover frequency (TOF). Also, this catalyst was successfully applied for acetalization of carbonyl compounds with diols under solvent-free conditions.

Mesoporous poly-melamine-formaldehyde (mPMF)-a highly efficient catalyst for chemoselective acetalization of aldehydes

A mesoporous poly-melamine-formaldehyde polymer with a high surface area, good porosity and a high density of amine and triazine functional groups was investigated as a highly efficient hydrogen-bonding catalyst. This porous organic polymer was found to be highly effective in catalyzing chemoselective acetalization of aldehydes, without the consumption of any dehydrating agents. The turnover frequency of mesoporous poly-melamine-formaldehyde is hundreds of times higher than melamine monomer, and this high efficiency is due to the high density of aminal (-NH-CH2-NH-) groups and triazine rings in the polymer network, which provides an inherently powerful system with multiple hydrogen bonds. This unique characteristic imparts mesoporous poly-melamine-formaldehyde polymer with a very high activity as a heterogeneous organocatalyst. The polymer is also low cost, and easy to be synthesized and recycled.

Microwave-assisted synthesis and bioactivity of some 2- dichloromethyl-1,3-dioxacycloalkanes

A series of 2-dichloromelhyl-1,3-dioxacycloalkanes (3) was synthesized by microwave-assisted cyclization and insertion reaction. All the compounds were characterized by IR, 1H NMR, 13C NMR, MS and elemental analysis. The single crystal of compound (3b) was determined by X-ray crystallographic analysis. The preliminary bioassay results demonstrated that these compounds could alleviate acetochlor injury to maize.

Highly efficient and chemoselective acetalization and thioacetalization of aldehydes catalyzed by propylphosphonic anhydride (T3P) at room temperature

Propylphosphonic anhydride (T3P), a low toxic peptide coupling agent, has been demonstrated to be an efficient catalyst for the chemoselective acetalization and thioacetalization of aldehydes in the presence of ketones. Cyclic and acyclic acetals of diverse aldehydes were obtained in good to excellent yields at room temperature in the presence of a catalytic amount of T3P.

Highly efficient and chemoselective acetalization of carbonyl compounds catalyzed by new and reusab e zirconyl triflate, zr0(0tf)2

Various types of aromatic aldehydes were efficiently converted to their corresponding 1,3-dioxanes and 1,3-dioxolane with 1,3-propanediol and ethylene glycol, respectively, in the presence of catalytic amount of ZrO(OTf) 2 in acetonitrile at room temperature. The catalyst can be reused several times without loss of its catalytic activity. Very short reaction times, selective acetalization of aromatic aldehydes in the presence of aliphatic aldehydes and ketones, very mild reaction conditions, reusability of the catalyst, and easy workup are noteworthy advantages of this method.

N-bromosuccinimide (NBS) catalyzed highly chemoselective acetalization of carbonyl compounds using silylated diols and pentaerythritol under neutral aprotic conditions

Various types of carbonyl compounds are efficiently converted to their 1,3-dioxanes and pentaerythritol diacetals by the use of either 1,3-bistrimethylsiloxy propane (A) or 1,3-bistrimethylsilanyloxy-2,2- bistrimethylsilanyloxymethyl propane (D) and a catalytic amount of N-bromosuccinimide (3-10 mol%) under essentially neutral aprotic condition, respectively. A variety of functionalities such as both aliphatic and phenolic -OTBDMS, -OMe, -OBz, furan ring, double bonds and more significantly phenolic -OTHP survived under the present reaction condition. The efficient conversion of two α-tertiary ketones to their cyclic acetals was also achieved using the present protocol.

Tetrabutylammonium tribromide (TBATB) as an efficient generator of HBr for an efficient chemoselective reagent for acetalization of carbonyl compounds

Acyclic and cyclic acetals of various carbonyl compounds were obtained in excellent yields under a mild reaction condition in the presence of trialkyl orthoformate and a catalytic amount of tetrabutylammonium tribromide (TBATB) in absolute alcohol. Chemoselective acetalization of an aldehyde in the presence of ketone, unsymmetrical acetal formation, shorter reaction times, mild reaction conditions, the stability of acid-sensitive protecting groups, high efficiencies, facile isolation of the desired products, and the catalytic nature of the reagent make the present methodology a practical alternative.

Highly efficient and chemoselective interchange of 1,3-oxathioacetals and dithioacetals to acetals promoted by N-halosuccinimide

Highly efficient interconversion of a range of 1,3-oxathiolanes, 1,3-dithiolanes and 1,3-dithianes to their acetals at ambient temperature using N-bromosuccinimide or N-chlorosuccinimide and different types of alcohols and diols was investigated.