884010-16-6

Usage

Uses

Used in Organic Synthesis:
2,2-dimethylpropane-1,3-diyl [2-bromophenyl] boronate is used as a reagent for the formation of carbon-carbon and carbon-heteroatom bonds, facilitating the synthesis of complex organic molecules. Its 2-bromophenyl group attachment to the boron atom makes it particularly useful for reactions involving arylboronic acids, contributing to the creation of diverse organic compounds.
Used in Chemical Research:
In the field of chemical research, 2,2-dimethylpropane-1,3-diyl [2-bromophenyl] boronate serves as a key intermediate in the development of new synthetic pathways and methodologies. Its unique structure allows researchers to explore novel reactions and mechanisms, expanding the scope of organic chemistry and potentially leading to the discovery of new chemical entities with practical applications.

Upstream product

• 668987-38-0 5,5-dimethyl-1,3,2-dioxaborinane 
• 583-53-9 2,3-dibromobenzene 
• 126-30-7 2,2-Dimethyl-1,3-propanediol 
• 244205-40-1 (2-bromophenyl)boronic acid 

Downstream Products

• 95-46-5 2-methylphenyl bromide 
• 884010-27-9 2,2-dimethylpropane-1,3-diyl [2-trimethylsilylethynylphenyl] boronate 

Relevant academic research and scientific papers

2-[(Neopentyl glycolato)boryl]phenyl Triflates and Halides for Fluoride Ion-Mediated Generation of Functionalized Benzynes

2-[(Neopentyl glycolato)boryl]phenyl trifluoromethanesulfonates (triflates) and halides have been developed as new benzyne precursors, which generate benzynes at 120°C in the presence of a fluoride ion. There are two major features of these types of precu

Copper-catalyzed cross-coupling reaction of organoboron compounds with primary alkyl halides and pseudohalides

Non-activated alkyl electrophiles, including alkyl iodides, bromides, tosylates, mesylates, and even chlorides, underwent copper-catalyzed cross-coupling with aryl boron compounds and alkyl 9-BBN reagents (see scheme; 9-BBN=9-borabicyclo[3.3.1]nonane). The reactions proceed with practically useful reactivities and thus complement palladium- and nickel-catalyzed Suzuki-Miyaura coupling reactions of alkyl halides.

Neopentylglycolborylation of ortho -substituted aryl halides catalyzed by NiCl2-Based mixed-ligand systems

NiCl2-based mixed-ligand systems were shown to be very effective catalysts for the neopentylglycolborylation of aryl iodides, bromides, and chlorides bearing electron-rich and electron-deficient ortho-substituents. Although NiCl2-based single-ligand catalytic systems were able to mediate neopentylglycolborylation of selected substrates, they were not as effective for all substrates, highlighting the value of the mixed-ligand concept. Optimization of the Ni(II)-catalyzed neopentylglycolborylation of 2-iodoanisole and methyl 2-iodobenzoate demonstrated that, while the role of ligand and coligand in the conversion of Ni(II) precatalyst to Ni(0) active catalyst cannot be ignored, a mixed-ligand complex is likely present throughout the catalytic cycle. In addition, protodeborylation and hydrodehalogenation were demonstrated to be the predominant side reactions of Ni(II)-catalyzed borylation of ortho-substituted aryl halides containing the electron-deficient carboxylate substituents. Ni(II) complexes in the presence of H2O and Ni(0) are responsible for the catalysis of these side reactions.

Microwave-assisted synthesis of ethynylarylboronates for the construction of boronic acid-based fluorescent sensors for carbohydrates

A reliable and operationally simple procedure for the synthesis of 2,2-dimethylpropane-1,3-diyl ethynylaryl boronates 4 was developed. The key step is microwave-facilitated selective formation of 2,2-dimethylpropane-1,3-diyl trimethylsilylethynylaryl boro