31121-45-6

Upstream product

• 94-09-7 p-aminoethylbenzoate 
• 5798-75-4 Ethyl 4-bromobenzoate 
• 294210-67-6 ethyl 4-(tributylstannyl)benzoate 
• 51934-41-9 4-iodobenzoic acid ethyl ester 
• 93-89-0 benzoic acid ethyl ester 
• 7335-27-5 ethyl 4-chlorobenzoate 
• 124915-06-6 ethyl 4-(N,N,N-trimethylammonium)-1-benzoate triflate 

Downstream Products

• 13122-27-5 4-deuterobenzyl alcohol 

Relevant academic research and scientific papers

Method for reducing aromatic C-N/Cl C/I bond to aromatic-H / D

A method of reducing C an aromatic-N C/Cl/I bond to an aromatic-H / D, the process being a stable aromatic quaternary ammonium salt. After addition of the base and the solvent, the aromatic compound or the deuterated aromatic compound can be efficiently prepared by irradiation with visible light or ultraviolet light. The method can efficiently convert stable aromatic-N/I chemical bonds into aromatic-H / D bonds by visible light or ultraviolet light in a cheap and easily available solvent or deuterated solvent without using a catalyst or a transition metal compound C C. The whole production process is green, environment-friendly, low in cost, wide in substrate applicability, high in yield, high in deuterated rate, simple and convenient to operate, free of explosion risk and remarkable in advantage compared with the conventional production process.

A visible-light-photocatalytic water-splitting strategy for sustainable hydrogenation/deuteration of aryl chlorides

Hydrogenation/deuteration of carbon chloride (C?Cl) bonds is of high significance but remains a remarkable challenge in synthetic chemistry, especially using safe and inexpensive hydrogen donors. In this article, a visible-light-photocatalytic watersplitting hydrogenation technology (WSHT) is proposed to in-situ generate active H-species (i.e., Had) for controllable hydrogenation of aryl chlorides instead of using flammable H2. When applying heavy water-splitting systems, we could selectively install deuterium at the C?Cl position of aryl chlorides under mild conditions for the sustainable synthesis of high-valued added deuterated chemicals. Sub-micrometer Pd nanosheets (Pd NSs) decorated crystallined polymeric carbon nitrides (CPCN) is developed as the bifunctional photocatalyst, whereas Pd NSs not only serve as a cocatalyst of CPCN to generate and stabilize H (D)-species but also play a significant role in the sequential activation and hydrogenation/deuteration of C?Cl bonds. This article highlights a photocatalytic-WSHT for controllable hydrogenation/deuteration of low-cost aryl chlorides, providing a promising way for the photosynthesis of high-valued added chemicals instead of the hydrogen evolution.

A preparing method of deuterated aromatic compounds

The invention belongs to the field of chemical synthesis, particularly a preparing method of deuterated aromatic compounds. The method includes subjecting an aryl halide, as an initial raw material, to a palladium catalyzed carbon-halogen bond reduction r

Stainless-Steel Ball-Milling Method for Hydro-/Deutero-genation using H2O/D2O as a Hydrogen/Deuterium Source

A one-pot continuous-flow method for hydrogen (deuterium) generation and subsequent hydrogenation (deuterogenation) was developed using a stainless-steel (SUS304)-mediated ball-milling approach. SUS304, especially zero-valent Cr and Ni as constituents of the SUS304, and mechanochemical processing played crucial roles in the development of the reactions.

Gold-Catalyzed Proto- and Deuterodeboronation

A mild gold-catalyzed protodeboronation reaction, which does not require acid or base additives and can be carried out in "green" solvents, is described. As a result, the reaction is very functional-group-tolerant, even to acid- and base-sensitive functional groups, and should allow for the boronic acid group to be used as an effective traceless directing or blocking group. The reaction has also been extended to deuterodeboronations for regiospecific ipso-deuterations of aryls and heteroaryls from the corresponding organoboronic acid. Based on density functional theory calculations, a mechanism is proposed that involves nucleophilic attack of water at boron followed by rate-limiting B-C bond cleavage and facile protonolysis of a Au-σ-phenyl intermediate.

Halogen-deuterium exchange reaction mediated by tributyltin hydride using THF-d8 as the deuterium source

A regioselective deuteration method for a wide variety of aromatic compounds using the halogen-deuterium exchange reaction initiated by Bu 3SnH using THF-d8 as the deuterium source was developed.

Silver-catalyzed late-stage fluorination

Carbon-fluorine bond formation by transition metal catalysis is difficult, and only a few methods for the synthesis of aryl fluorides have been developed. All reported transition-metal-catalyzed fluorination reactions for the synthesis of functionalized arenes are based on palladium. Here we present silver catalysis for carbon-fluorine bond formation. Our report is the first example of the use of the transition metal silver to form carbon-heteroatom bonds by cross-coupling catalysis. The functional group tolerance and substrate scope presented here have not been demonstrated for any other fluorination reaction to date.

Borohydride exchange resin as an alternative method for deuterium labelling: selective reduction of aryl bromides

Transition metal-activated borohydride exchange resin and borodeuteride exchange resin have been prepared and used for the selective reductive deuteration of aryl bromides. This methodology, which utilizes deuterated methanol as the primary source of labe

Skeletal Rearrangements on Chemical Ionization of Dibenzyl Ether and Derivatives

Protonated molecular ions of dibenzyl ether, formed by chemical ionization using hydrogen and isobutane as reagent gases, undergo skeletal rearrangements to lose water and formaldehyde, both in the ion source and the flight path.The rearrangements have been elucidated by deuterium labelling and chemical substitution.The water lost contains the reagent proton and an aromatic hydrogen atom, and the aromatic hydrogen atoms have been shown to be mobile prior to the reaction.It is proposed that the skeletal rearrangement for water loss is initiated by protonation on the other oxygen atom, followed by benzyl migration.The formaldehyde loss contains benzylic hydrogen atoms exclusively, and it is proposed that the skeletal rearrangement is preceded by hydrogen rearrangement of an oxygen protonated molecular ion to a ring protonated molecular ion.Daughter ion structures are supported by comparisons of their collision induced dissociation spectra with those of isomeric ions prepared by alternative routes.