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Usage

Uses

Used in Organic Synthesis:
Ethanone, 1-[4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)phenyl]is used as a reagent in organic synthesis for the formation of carbon-carbon and carbon-oxygen bonds. Its boron-containing structure provides unique reactivity, making it a valuable component in the synthesis of complex organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Ethanone, 1-[4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)phenyl]is utilized in the production of various drugs. Its unique boron-containing structure allows for the development of new chemical compounds with potential therapeutic applications.
Used in Agrochemical Industry:
Ethanone, 1-[4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)phenyl]is also employed in the agrochemical industry for the synthesis of pesticides and other agrochemical products. Its reactivity and properties contribute to the development of effective and environmentally friendly solutions for crop protection.
Used in Materials Science:
In the field of materials science, Ethanone, 1-[4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)phenyl]is used in the development of new materials with unique properties. Its boron-containing structure can enhance the performance of materials in various applications, such as electronics, energy storage, and advanced materials.
Used in Scientific Research:
Ethanone, 1-[4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)phenyl]has potential applications in scientific research for the development of new chemical compounds and materials. Its unique reactivity and properties make it a promising candidate for exploring novel reactions and applications in various scientific disciplines.

Upstream product

• 126-30-7 2,2-Dimethyl-1,3-propanediol 
• 149104-90-5 4-acetylphenylboronic acid 
• 109613-00-5 4-acetophenyl triflate 
• 201733-56-4 2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-5,5-dimethyl-1,3,2-dioxaborinane 
• 99-93-4 4-Hydroxyacetophenone 
• 668987-38-0 5,5-dimethyl-1,3,2-dioxaborinane 
• 99-91-2 para-chloroacetophenone 
• 52916-82-2 4-(N,N-dimethylcarbamoyloxy)acetophenone 
• 99-90-1 para-bromoacetophenone 

Downstream Products

• 13329-40-3 4-Iodoacetophenone 
• 586-89-0 4-acetyl-benzoic acid 
• 150988-77-5 1-(4-(naphthalen-2-yl)phenyl)ethan-1-one 
• 1173922-31-0 1-(4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)phenyl)ethanol 
• 1354723-40-2 5-(4-acetylphenyl)-1-phenyl-3,4-nonadiene 
• 13021-18-6 1-(4'-methoxy-biphenyl-4-yl)-ethanone 
• 1426442-28-5 (S)-1-(4-(naphthalen-2-yl(phenyl)methyl)phenyl)ethanone 
• 1426442-27-4 (R)-1-(4-(naphthalen-2-yl(phenyl)methyl)phenyl)ethanone 
• 1528-42-3 ethyl 4-acetylphenylacetate 
• 53689-84-2 4-acetylbenzophenone 
• 92-91-1 biphenyl-4-acetaldehyde 
• 256381-04-1 tert-butyl 4-(4-acetylphenyl)piperidine-1-carboxylate 

Relevant academic research and scientific papers

Cobalt-Catalyzed C(sp2)-C(sp3) Suzuki-Miyaura Cross Coupling

A cobalt-catalyzed method for the C(sp2)-C(sp3) Suzuki-Miyaura cross coupling of aryl boronic esters and alkyl bromides is described. Cobalt-ligand combinations were assayed with high-throughput experimentation, and cobalt(II) sources with trans-N,N′-dimethylcyclohexane-1,2-diamine (DMCyDA, L1) produced optimal yield and selectivity. The scope of this transformation encompassed steric and electronic diversity on the aryl boronate nucleophile as well as various levels of branching and synthetically valuable functionality on the electrophile. Radical trap experiments support the formation of electrophile-derived radicals during catalysis.

Ruthenium-Catalyzed Carbonylative Coupling of Anilines with Organoboranes by the Cleavage of Neutral Aryl C-N Bond

Herein, we report the first ruthenium-catalyzed Suzuki-type carbonylative reaction of electronically neutral anilines via C(aryl)-N bond cleavage. Without any ligand and base, diaryl ketones can be obtained in moderate to high yields by using Ru3/su

Retention or inversion in stereospecific nickel-catalyzed cross-coupling of benzylic carbamates with arylboronic esters: Control of absolute stereochemistry with an achiral catalyst

Stereospecific coupling of benzylic carbamates and pivalates with aryl- and heteroarylboronic esters has been developed. The reaction proceeds with selective inversion or retention at the electrophilic carbon, depending on the nature of the ligand. Tricyclohexylphosphine ligand provides the product with retention, while an N-heterocyclic carbene ligand provides the product with inversion.

PROCESS FOR THE BORYLATION OF ORGANOHALIDES

The present invention relates to a process for the borylation of organohalides.

Borylation of organo halides and triflates using tetrakis(dimethylamino) diboron

We report a new in situ borylation method using tetrakis(dimethylamino) diboron, DMA4B2, in the presence of a diol. Our method uses standard borylation conditions and readily available Pd-catalysts. The scope of this method includes aryl halides and triflates as well as vinyl halides and triflates. The method successfully works with a broad range of diols, enabling the selection of the best boronic ester for subsequent Suzuki coupling.

Borylation of aryl and alkenyl carbamates through Ni-catalyzed C-O activation

Direct borylation of aryl/alkenyl carbamates was developed through Ni catalysis. A broad substrate scope, including aryl, alkenyl, and heterocyclic derivatives, was studied. This study offers a convenient method to approach aryl/alkenyl boronic esters from phenol and ketone derivatives (see scheme). Copyright

Ni(COD)2/PCy3 catalyzed cross-coupling of aryl and heteroaryl neopentylglycolboronates with aryl and heteroaryl mesylates and sulfamates in THF at room temperature

Reaction conditions for the Ni(COD)2/PCy3 catalyzed cross-coupling of aryl neopentylglycolboronates with aryl mesylates were developed. By using optimized reaction conditions, Ni(COD)2/PCy 3 was shown to be a versatile catalyst for the cross-coupling of a diversity of aryl neopentylglycolboronates with aryl and heteroaryl mesylates and sulfamates containing both electron-donating and electron-withdrawing substituents in their para, ortho, and meta positions in THF at room temperature. This Ni-catalyzed cross-coupling of aryl neopentylglycolboronates is also effective for the synthesis of heterobiaryls and biaryls containing electrophilic functionalities sensitive to organolithium and organomagnesium derivatives. In combination with the recently developed Nicatalyzed neopentylglycolborylation, all Ni-catalyzed routes to functional biaryls and heterobiaryls are now easily accessible (Figure presented).

Neopentylglycolborylation of aryl chlorides catalyzed by the mixed ligand system NiCl2(dppp)/dppf

The mixed ligand system 10 mol % NICl2(dppp) with 5 mol % dppf was discovered to be an extremely efficient catalyst for the neopentylglycolborylation of a diversity of electron-rich and electron-deficient aryl chlorides. Optimization showed tha

Lipase-catalyzed highly enantioselective kinetic resolution of boron-containing chiral alcohols

The first application of enzymes as catalysts to obtain optically pure boron compounds is described. The kinetic resolution of boron-containing chiral alcohols via enantioselective transesterification catalyzed by lipases was studied. Aromatic, allylic, and aliphatic secondary alcohols containing a boronate ester or boronic acid group were resolved by lipase from Candida antartica (CALB), and excellent E values (E > 200) and high enantiomeric excesses (up to >99%) of both remaining substrates and acetylated product were obtained.

Nickel-catalyzed cross-coupling of aryl methyl ethers with aryl boronic esters

(Chemical Equation Presented) To C-OMe and go: The title reaction, involving cleavage of a C-OMe bond, is demonstrated for the coupling of aryl methyl ethers on fused aromatic systems, such as naphthalene and phenanthrene, as well as anisoles containing electron-withdrawing groups with a wide range of boronic esters. cod=cycloocta-1,5-diene, Cy=cyclohexyl.