13278-00-7

Upstream product

• 145351-31-1 C₁₅H₁₅⁽²⁾HO₃S₂ 
• 135-02-4 ortho-anisaldehyde 
• 7335-26-4 ethyl 2-methoxybenzoate 
• 55724-35-1 α,α-dideuterio-2-methoxybenzyl alcohol 
• 258832-47-2 1-methoxy-2-(methyl-d3)-benzene 
• 129527-25-9 1-(Benzenesulfonyl-methylsulfanyl-methyl)-2-methoxy-benzene 

Downstream Products

• 344296-67-9 C₈H₇⁽²⁾HCl₂O 
• 6706-96-3 2,2'-dimethoxybenzoin 
• 74552-54-8 2-Hydroxy-2-(2-methoxyphenyl)-1-phenylethanone 
• 119-53-9 2-hydroxy-2-phenylacetophenone 
• 271-89-6 1-benzofurane 
• 1374335-99-5 (S,E)-1-[α-deuterio(2-methoxybenzyl)oxy]-2-(triisopropylsilyloxymethyl)but-2-ene 
• 1374335-98-4 (R,E)-1-[α-deuterio(2-methoxybenzyl)oxy]-2-(triisopropylsilyloxymethyl)but-2-ene 
• 1374335-95-1 (S)-α-deuterio-2-methoxybenzyl alcohol 

Relevant academic research and scientific papers

VISIBLE-LIGHT MEDIATED ORGANOPHOTOREDOX CATALYTIC DEUTERATION OF AROMATIC AND ALIPHATIC ALDEHYDES

Described are methods for preparing a deuterated aldehyde using with a photocatalyst and a hydrogen atom transfer agent in a H2O free solvent comprising D2O and an organic solvent under an inert gas. The methods may be used to convert a wide variety of aldehydes (e.g., aryl, alkyl, or alkenyl aldehydes) to C-1 deuterated aldehydes under mild reaction conditions.

Selective oxidation of alcohol-d1to aldehyde-d1using MnO2

The selective oxidation of alcohol-d1to prepare aldehyde-d1was newly developed by means of NaBD4reduction/activated MnO2oxidation. Various aldehyde-d1derivatives including aromatic and unsaturated ald

SYNTHESIS OF DEUTERATED ALDEHYDES

Described are methods for preparing a deuterated aldehyde using N-heterocyclic carbene catalysts in a solvent comprising D2O. The methods may be used to convert a wide variety of aldehydes (e.g., aryl, alkyl, or alkenyl aldehydes) to C-1 deuterated aldehydes under mild reaction conditions without functionality manipulation.

Deuteration of Formyl Groups via a Catalytic Radical H/D Exchange Approach

H/D exchange at formyl groups represents the straightforward approach to C-1 deuterated aldehydes. This transformation has been recently realized by transition metal and NHC carbene catalysis. Mechanistically, all of these processes involve an ionic pathway. Herein, we report a distinct photoredox catalytic, visible light mediated neutral radical approach. Selective control of highly reactive acyl radical in the energy barrier surmountable, reversible reaction enables driving the formation of deuterated products when an excess of D2O is employed. The power of the H/D exchange process has been demonstrated for not only aromatic aldehydes but also aliphatic substrates, which have been difficult in transitional metal catalyzed H/D exchange reactions, and for selective late-stage deuterium incorporation into complex structures with uniformly high deuteration level (>90%).

N-Heterocyclic Carbene Catalyzed Deuteration of Aldehydes in D 2 O

An N-heterocyclic carbene (NHC)-catalyzed direct deuteration of aldehydes in a mixed solvent of deuterium oxide (D 2 O) and cyclopentyl methyl ether was established. The present deuteration is possibly initiated by the formation of a Breslow intermediate from the aldehyde and the NHC, with subsequent trapping by D 2 O providing the monodeuterated aldehyde.

Bis(oxazoline)-ligand-mediated asymmetric [2,3]-Wittig rearrangement of benzyl ethers: Reaction mechanism based on the hydrogen/deuterium exchange effect

We have investigated the mechanism of chiral induction in the asymmetric [2,3]-Wittig rearrangement of allyl benzyl ether in the presence of a bis(oxazoline) chiral ligand [(S,S)-Box-tBu] by comparing the reaction of both enantiomers of monodeuterated ben

α-(METHYLTHIO)BENZYL SULFONES AS SYNTHETIC INTERMEDIATES. PART V. SYNTHESES OF SOME o- AND m-SUBSTITUTED 1-DEUTERIOBENZALDEHYDES

o- and m-Substituted α-methylthiobenzyl sulfones incorporate deuterium when treated with a base and deuterium oxide.The resulting deuterated sulfones, by thermal decomposition, afford o- and m-substituted 1-deuteriobenzaldehydes in good yields and high is

Kinetics of oxidation of methoxytoluenes by quinolinium dichromate

The kinetics of oxidation of methoxytoluenes by quinolinium dichromate, in acid medium, has been studied.The rate of the reaction was first order in each substrate, oxidant and acid.The effects of variations in solvent composition and temperature were studied.A kinetic isotope effect, kh/kd=6.20, was observed.The value of ρ was -0.20.Induced polymerization of acrylonitrile and the reduction of mercuric chloride were not observed.The initial reaction involved hydrogen abstraction forming an intermediate which subsequently produced the corresponding aldehyde. Keywords: methoxytoluenes oxidation, quinolinium dichromate

FORMATION OF 1-CHLOROBENZOCYCLOBUTENE, ANTHRACENE OR BENZOFURAN BY FLASH VACUUM PYROLYSIS

Pyrolysis of o-substituted benzylidene chlorides is shown to be a useful route to 1-chlorobenzocyclobutene, anthracene or benzofurans; evidence is given for a carbene intermediate in the pyrolysis of o-methoxybenzylidene chloride.