475250-43-2

Usage

Uses

Used in Organic Synthesis:
4-((4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)Methyl)benzonitrile is used as a building block in organic synthesis for creating various biologically active molecules, pharmaceuticals, agrochemicals, and materials. Its unique chemical structure allows for the formation of carbon-carbon bonds through cross-coupling reactions, making it a valuable compound in chemical research and development.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-((4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)Methyl)benzonitrile is used as a key intermediate in the synthesis of drug molecules. Its ability to form carbon-carbon bonds and its compatibility with various chemical reactions make it an essential component in the development of new pharmaceuticals.
Used in Agrochemical Industry:
4-((4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)Methyl)benzonitrile is used as a precursor in the synthesis of agrochemicals, such as pesticides and herbicides. Its reactivity and versatility enable the creation of effective and targeted agrochemicals for agricultural applications.
Used in Materials Science:
In materials science, 4-((4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)Methyl)benzonitrile is used as a component in the development of new materials with unique properties. Its ability to form stable bonds and its compatibility with various materials make it a valuable asset in the creation of advanced materials for various applications.
Used in Fluorescent Materials and OLEDs:
4-((4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)Methyl)benzonitrile is used as a component in the development of fluorescent materials and organic light-emitting diodes (OLEDs) due to its unique chemical structure and properties. Its ability to emit light upon excitation makes it a promising candidate for applications in display technologies and other light-emitting devices.

Upstream product

• 17201-43-3 4-cyanobenzyl bromide 
• 73183-34-3 bis(pinacol)diborane 
• 874-86-2 4-cyanobenzyl chloride 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 

Relevant academic research and scientific papers

Photochemical Radical C–H Halogenation of Benzyl N-Methyliminodiacetyl (MIDA) Boronates: Synthesis of α-Functionalized Alkyl Boronates

α-Haloboronates are useful organic synthons that can be converted to a diverse array of α-substituted alkyl borons. Methods to α-haloboronates are limiting and often suffer from harsh reaction conditions. Reported herein is a photochemical radical C-H halogenation of benzyl N-methyliminodiacetyl (MIDA) boronates. Fluorination, chlorination, and bromination reactions were effective by using this protocol. Upon reaction with different nucleophiles, the C?Br bond in the brominated product could be readily transformed to a series of C?C, C?O, C?N, C?S, C?P, and C?I bonds, some of which are difficult to forge with α-halo sp2-B boronate esters. An activation effect of B(MIDA) moiety was found.

Regioselective α-benzylation of 3-iodoazetidine via Suzuki cross-coupling

An efficient protocol for the synthesis of α-benzyl azetidines starting from benzylboronic acid pinacol ester derivatives and 3-iodoazetidine was developed. A wide range of α-benzyl azetidine derivatives were obtained in moderate to good yields with high regioselectivity (>99%).

Synthesis of benzylboronates via palladium-catalyzed borylation of benzyl halides with pinacolborane

Various benzyl halides were borylated with pinacolborane in the presence of iPr2NEt and a catalytic amount of PdCl2(PPh3)2 to afford the corresponding benzylboronates in good yields.

Nucleophilic borylation of benzyl halides with bis(pinacolato)diboron catalyzed by palladium(0) complexes

Nucleophilic borylation of benzyl halides with bis(pinacolato)diboron in the presence of KOAc in toluene was effectively catalyzed by a palladium complex generated in situ from Pd(dba)2 and (4-MeOC6H4)3P, giving the corresponding pinacol benzylboronates in high yields.