42006-91-7

Upstream product

• 5798-75-4 Ethyl 4-bromobenzoate 
• 42007-03-4 4-bromobenzaldehyde-α-d₁ 
• 619-42-1 4-methoxycarbonylphenyl bromide 

Downstream Products

• 22328-44-5 α,α,α-<2H3>p-bromotoluene 
• 78585-64-5 1-bromo-4-(bromo di-deuteromethyl)benzene 
• 111515-66-3 p-bromobenzyl-d2-chloride 
• 19315-35-6 ethyl 4-methyl-d3-benzoate 
• 42007-03-4 4-bromobenzaldehyde-α-d₁ 
• 131088-99-8 α,α,α-<2H3>p-tolunitrile 
• 95249-76-6 C₁₈H₁₆⁽²⁾H₃BrO 
• 95249-74-4 C₂₁H₁₆⁽²⁾H₃BrS 
• 95249-73-3 C₁₅H₁₂⁽²⁾H₃BrO 
• 95249-78-8 C₁₈H₁₇⁽²⁾H₃O 
• 111515-67-4 N-(p-bromobenzyl-d2)-N-benzylhydrazine 

Relevant academic research and scientific papers

Preparation method and applications of deuterated isoxazole compound

The invention discloses a preparation method and applications of a deuterated isoxazole compound represented by a formula (I) or a prodrug thereof. According to the invention, the deuterated isoxazolecompound and the prodrug thereof can be used as fungus

Formyl-selective deuteration of aldehydes with D2O: Via synergistic organic and photoredox catalysis

Formyl-selective deuteration of aldehydes is of high interest for labeling purposes and for optimizing properties of drug candidates. Herein, we report a mild general method for formyl-selective deuterium labeling of aldehydes with D2O, an inexpensive deuterium source, via a synergistic combination of light-driven, polyoxometalate-facilitated hydrogen atom transfer and thiol catalysis. This highly efficient, scalable reaction showed excellent deuterium incorporation, a broad substrate scope, and excellent functional group tolerance and selectivity and is therefore a practical method for late-stage modification of synthetic intermediates in medicinal chemistry and for generating libraries of deuterated compounds.

Remarkable substituent effects on the oxidizing ability of tetraarylbismuthonium tetrafluoroborates in alcohol oxidation

Substituent effects on the oxidizing ability of tetraarylbismuthonium tetrafluoroborates in alcohol oxidation are reported. Intermolecular and intramolecular competition experiments on geraniol oxidation by the combined use of tetraarylbismuthonium tetrafluoroborates and N,N,N′,N′- tetramethylguanidine (TMG) have revealed that the oxidizing ability of the bismuthonium salt increases by the introduction of methyl groups at the ortho position and an electron-withdrawing group at the para position of the aryl ligands. The intermolecular and intramolecular H/D kinetic isotope effects observed for the competitive oxidation of p-bromobenzyl alcohols have shown that the present oxidation reaction consists of fast pre-equilibrium leading to alkoxytetraarylbismuth(V) intermediates (first step) and α-hydrogen abstraction by the aryl ligand attached to the bismuth (second step). The experimental results demonstrate that the electron-deficient aryl ligands enhance the electrophilicity at the bismuth center to put forward the first step and that the bulky ligands destabilize the alkoxybismuth(V) intermediates to accelerate the second step. The newly explored mesityl- and 2,6- xylyltriarylbismuthonium salts have proven to convert primary and secondary alcohols to the corresponding carbonyl compounds with high efficiency under mild conditions. A remarkable steric effect of these oxidants has also been exhibited in the chemoselective oxidation between primary and secondary benzylic alcohols.

Aluminum chloride-mediated acylation of methylenecyclobutanes. A facile synthetic protocol for the construction of substituted cyclopentenes

(Chemical Equation Presented) Reactions of methylenecyclobutanes (MCBs) with acyl chlorides produce the corresponding substituted cyclopentene derivatives in moderate to high yields via ring enlargement in the presence of aluminum chloride under mild cond

Remarkable substituent effects on the oxidizing ability of triarylbismuth dichlorides in alcohol oxidation

Substituent effects on the oxidizing ability of triarylbismuth dichlorides were examined by intermolecular and intramolecular competition experiments on geraniol oxidation in the presence of DBU. It was found that the oxidizing ability of the dichlorides increases with increasing electron-withdrawing ability of the para substituents, and by introduction of a methyl group at the ortho position of the aryl ligands attached to the bismuth. The intermolecular and intramolecular H/D kinetic isotope effects observed for the competitive oxidation of p-bromobenzyl alcohols indicate that the rate-determining step involves C-H bond cleavage. Several primary and secondary alcohols were oxidized efficiently under mild conditions by the combined use of newly developed organobismuth(V) oxidants and DBU.

Side Chain Hydroxylation of Aromatic Compounds by Fungi. Part 4. Influence of the para Substituent on Kinetic Isotope Effects During Benzylic Hydroxylation by Mortierella isabellina

The benzylic hydroxylation of a series of para-substituted toluenes by the fungus Mortierella isabellina has been studied by using CD3, CHD2, and CH2D methyl labelled substrates.Inter- and intramolecular primary and secondary deuterium kinetic isotope effect ratios have been determined: the intermolecular primary effects are maximal with strongly electron-withdrawing para substituents (R = CN and CF3), while the intramolecular primary effects are minimal for R = H but increase in instances where R is electron donating or withdrawing.These results are interpreted in terms of a dependence of the hydroxylation mechanism on the nature of the para substituent.

N-NITRENES. II. INVESTIGATION OF THE MECHANISM OF DISSOCIATION OF DIBENZYLAMINONITRENE BY CHEMICALLY INDUCED POLARIZATION OF 1H NUCLEI. THE SPIN STATE OF DIBENZYLAMINONITRENE

The mechanism of the dissociation of dibenzylaminonitrene and p-bromodibenzylaminonitrene into molecular nitrogen and hydrocarbon products was studied.Dibenzylaminonitrene forms dibenzyl and o- and p-benzyltoluenes.In the presence of thiophenol significant amounts of toluene are formed.During dissociation p-bromodibenzylaminonitrene gives a mixture of symmetrical and unsymmetrical dibenzyls.In the presence of octanethiol only unsymmetrical p-bromodibenzyl is formed.The dissociation of dibenzylaminonitrene takes place by synchronous cleavage of the two C-N bonds and the formation of a pair of benzyl radicals.Dibenzylaminonitrene dissociates from the singlet electronic state.

Asymmetric Synthesis. Mechanism of Asymmetric Catalytic Allylation

The mechanism of palladium-assisted asymmetric catalytic allylation has been investigated.It is found that the process involves two primary steps: the oxidative addition of a palladium(0)-phosphine species with an allyl acetate to form diastereomeric ?-al

Determination of the Heats of Formation of the Isomeric Xylylenes by Ion Cyclotron Double-Resonance Spectroscopy

Heats of formation of 50 and 53 kcal mol -1 have been measured for p- and o-xylylene by using pulsed-ion cyclotron double-resonance spectroscopy.In addition a lower bound of 76 kcal mol-1 has been obtained for the heat of formation o