37904-88-4

Upstream product

• 62-53-3 aniline 
• 98-86-2 acetophenone 
• 135-02-4 ortho-anisaldehyde 
• 5416-70-6 2-methoxychalcone 

Relevant academic research and scientific papers

Hf(OTf)4 as a highly potent catalyst for the synthesis of Mannich bases under solvent-free conditions

Hf(OTf)4 was identified as a highly potent catalyst (0.1–0.5 mol%) for three-component Mannich reaction under solvent-free conditions. Hf(OTf)4-catalyzed Mannich reaction exhibited excellent regioselectivity and diastereoselectivity when alkyl ketones were employed as substrates. 1H NMR tracing of the H/D exchange reaction of ketones in MeOH-d4 indicated that Hf(OTf)4 could significantly promote the keto-enol tautomerization, thereby contributing to the acceleration of reaction rate.

Green synthesis of aminocarbonyl compounds using a nanostructured heterogeneous catalyst under mild reaction conditions

The synthesis of aminocarbonyl derivatives as biologically active compounds by using polyethylene glycol (PEG-400)-SO3H-coated Fe2O3 is reported. The heterogeneous nanocatalyst was prepared via in-situ co-precipitation met

two chlorine two luxuriant titanium polyethylene and non-homogeneous catalytic synthesis of β-amino carbonyl compounds

The invention discloses a method for synthesizing a beta-amidogen carbonyl compound through poly-aminophenol and titanocene dichloride in a heterogeneous catalysis mode. The beta-amidogen carbonyl compound is obtained by making ketone, aromatic aldehyde and aromatic amine to react at the temperature ranging from 25 DEG C to 50 DEG C at the presence of the titanocene dichloride serving as a catalyst and poly-ortho-aminophenol or poly-m-aminophenol. According to the method, the poly-aminophenol and the titanocene dichloride are added to a reaction system at the same time, a catalytic active species with high activity can be formed in situ, operation is simple, no solvent is added, reaction conditions are mild, the catalyst is low in price, nontoxic, stable in air and water, high in catalytic activity and capable of being repeatedly used, products are prone to separation, and the productivity is high. The method has the advantages that cost is low, environmental friendliness is achieved, and atom economy is high. The method has wide application prospects for the beta-amidogen carbonyl compound.

Solvent strategy for unleashing the Lewis acidity of titanocene dichloride for rapid Mannich reactions

The remarkable activation effect of alcohol solvent on kinetically inert titanocene dichloride was found to promote rapid three-component Mannich reactions. NMR and ESI-MS analyses as well as a control experiment of catalytic active species elucidated that the coordination of MeOH to the titanocene moiety unleashed the Lewis acid [Cp2Ti(OMe)2] and Br?nsted acid HCl, which led to the enhanced catalytic activity of [Cp2TiCl2].

A magnetic solid sulfonic acid modified with hydrophobic regulators: An efficient recyclable heterogeneous catalyst for one-pot aza-Michael-type and Mannich-type reactions of aldehydes, ketones, and amines

Two convenient green protocols for the synthesis of β-amino ketones have been developed which involve one-pot aza-Michael-type and Mannich-type reactions of a series of aldehydes, ketones, and amines in the presence of a catalytic amount of the magnetic solid sulfonic acid catalyst, Fe3O4@SiO2@Me&Et-PhSO3H, at room temperature. The catalyst can be reused four times without loss of activity.

Titanocene dichloride and poly(o-aminophenol) as a new heterogeneous cooperative catalysis system for three-component Mannich reaction

A new heterogeneous cooperative catalysis system featuring the synergistic effect of an organometallic Lewis acid and a Bronsted acid supporter was developed. The catalysis system successfully catalyzed the direct Mannich reaction of both aromatic and aliphatic ketones in excellent yields. The catalyst can be recycled at least five times and the yield of the Mannich product remains over 90%.

Cooperative catalysis of p-aminophenol and titanocene dichloride in direct Mannich reactions with acetone

A new binary acid system featuring an air stable organometallic precursor, titanocene dichloride and a simple Bronsted acidbase compound, was developed. The new catalyst system allowed for mild and highly efficient direct three-component Mannich reactions of both aryl ketones and alkyl ketones, in particular, acetone and its derivatives with excellent yields. Mechanistic study elucidated the dramatic synergistic effect of the new binary acid system.

Salicylato titanocene complexes as cooperative organometallic lewis acid and bronsted acid catalysts for three-component mannich reactions

A binary acid system has been developed that features an air-stable organometallic precursor, titanocene dichloride, and simple organic cooperative Bronsted acids, which allowed for mild and highly efficient Mannich reactions of both aryl and alkyl ketones with excellent yields and satisfactory diastereoselectivity. Mechanistic studies, including 1H NMR titration, X-ray structure analyses as well as isolation of catalytically active species, elucidated the dramatic synergistic effects of this new binary acid system.

Silicon-based lewis acid assisted cinchona alkaloid catalysis: Highly enantioselective aza-michael reaction under solvent-free conditions

The study showed that a combination of an achiral silicon-based Lewis acid and chiral Lewis base, such as iodotrimethylsilane (TMSI) and cinchonine, generated a highly enantioselective catalyst system under solvent-free conditions which gave aromatic β-amino ketones with up to >99% ee. Mechanistic studies demonstrate the enhanced asymmetric induction may be due to the combined and competitive activation of acarbonyl moiety of chalcone with cinchonine and the silicon-based Lewis acid in the aza-Michael reaction.2011 American Chemical Society.

Highly stereoselective facile synthesis of β-amino carbonyl compounds via a Mannich-type reaction catalyzed by γ-Al2O 3/MeSO3H (alumina/methanesulfonic acid: AMA) as recyclable, efficient, and versatile heterogeneous catalyst

Mannich reaction of ketones, aromatic aldehydes, and aromatic amines catalyzed efficiently by g-Al2O3/MeSO3H (alumina/methanesulfonic acid: AMA) as a heterogeneous catalyst, which were carried out in EtOH at ambient temperature to afford the corresponding b-amino ketones in good yields and high stereoselectivities in favor of the anti isomer, was described for the first time. It was found that this catalyst could be completely recovered and reused without loss of its catalytic activities and is thus environmentally conscious. Furthermore, the use of g-Al2O3/CH3SO3H (AMA) catalyst is feasible because of its easy preparation, easy handling, stability, easy recovery, reusability, good activity, stereoselectivity, and eco-friendliness. The use of this method provides a novel and improved modification of the three-component Mannich reaction in terms of mild reaction conditions and clean reaction profiles, using a very small quantity of catalyst and a simple workup procedure.