27958-95-8

Upstream product

• 109-89-7 diethylamine 
• 824-98-6 m-methoxybenzyl chloride 
• 617-84-5 N-formyldiethylamine 
• 78358-11-9 methanesulfonic acid 3-methoxy-benzyl ester 
• 591-31-1 3-methoxy-benzaldehyde 
• 874-98-6 1-bromomethyl-3-methoxybenzene 

Downstream Products

• 27958-96-9 1-(diethylaminomethyl)-3-hydroxybenzene 
• 1073268-79-7 C₂₄H₃₆N₂O₂Se₂ 
• 1073269-01-8 C₁₂H₁₉NO₂Se 
• 1073268-87-7 C₁₂H₁₉NOSe 

Relevant academic research and scientific papers

Consecutive β,β′-Selective C(sp3)?H Silylation of Tertiary Amines with Dihydrosilanes Catalyzed by B(C6F5)3

Tris(pentafluorophenyl)borane has been found to catalyze the two-fold C(sp3)?H silylation of various trialkylamine derivatives with dihydrosilanes, furnishing the corresponding 4-silapiperidines in decent yields. The multi-step reaction cascade involves amine-to-enamine dehydrogenation at two alkyl residues and two electrophilic silylation reactions of those enamines, one inter- and one intramolecular.

Fluorine-containing compound and synthesis method thereof

The embodiment of the invention discloses a fluorine-containing compound and a synthesis method thereof. The method comprises the steps of allowing a compound shown as formula (II) as shown in the specification and a compound shown as formula (III) as shown in the specification to react under the action of a fluorine reagent to generate: (1) the fluorine-containing compound shown as formula (I) as shown in the specification in the presence of water, and (2) the fluorine-containing compound shown as formula (IV) as shown in the specification in the absence of the water. The synthesis method of the fluorine-containing compound does not require a transition metal and is safer; the fluorine-containing compound is synthesized only by a one-step reaction; and the method is very simple and convenient.

Simple Metal-Free Direct Reductive Amination Using Hydrosilatrane to Form Secondary and Tertiary Amines

This work describes the use of cheap, safe, and easy-to-handle hydrosilatrane as the reductant in direct reductive amination reactions. This efficient method enables a facile, metal-free access to secondary and tertiary amines from a wide range of aldehydes and ketones, with the synthesis of tertiary amines requiring no additives at all. This reaction demonstrates excellent functional group tolerance, chemoselectivity, and scalability. (Figure presented.).

Base-promoted N-alkylation using formamides as the N-sources in neat water

An efficient catalyst-free, alternative method for the C-N bond formation reaction of alkyl electrophiles using formamides as the N-sources was achieved under mild conditions. The reaction possesses the advantages of a broad range of substrates scope and wide functional group tolerance. It should also be noted that this process was performed using the environmentally benign water as the sole solvent, and high yield can also be achieved in ten-gram scale.

Highly efficient amination in neat water of benzyl chlorides with dialkylformamides catalysed by N-heterocyclic carbene-palladium(II)-1- methylimidazole complex

Dialkylformamides are excellent N-sources in the amination of benzyl chlorides when catalysed by a NHC-Pd(II)-Im complex. In the presence of NaOH and the catalyst, variously substituted benzyl chlorides and five different dialkylformamides reacted smoothly to afford the corresponding N,N-dialkyl-benzylamines in good to almost quantitative yields in eco-friendly solvent water at 50 °C within 3 h.

A simple and efficient strategy to enhance the antioxidant activities of amino-substituted glutathione peroxidase mimics

The glutathione peroxidase (GPx) activities of some diaryl diselenides incorporating tertiary amino groups were studied with H2O 2, Cum-OOH, and tBuOOH as substrates and with PhSH as thiol co-substrate. Simple replacement of a hydrogen atom with a methoxy group dramatically enhances the GPx activity. The introduction of methoxy substituents ortho to selenium in N,N-dialkylbenzylamine-based compounds makes the basicity of the amino groups perfect for the catalysis. The presence of 6-OMe groups prevents possible Se-N interactions in the selenols, increasing their zwitterionic characters. The methoxy substituents also protect the selenium in the selenenic acid intermediates from overoxidation to seleninic acids or irreversible inactivation to selenonic acid derivatives. The additional substituents also play a crucial role in the selenenyl sulfide intermediates, by preventing thiol exchange reactions-which would normally lead to an inactivation pathway-at the selenium centers. The strengths of Se...N interactions in the selenenyl sulfide intermediates are dra-matically reduced upon introduction of the methoxy substituents, which not only reduce the thiol exchange reactions at selenium but also enhance the nucleophilic attack of the incoming thiols at sulfur. The facile attack of thiols at sulfur in the selenenyl sulfides also prevents the reactions between the selenenyl sulfides and H2O2 that can regenerate the selenenic acids (reverseGPx cycle). These studies reveal that the simple 6-OMe groups play multiple roles in each of the catalytically active intermediates by introducing steric and electronic effects that are required for efficient catalysis.