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Usage

Uses

Used in Pharmaceutical Research:
1-Naphthaleneboronic Acid Neopentyl Glycol Cyclic Ester is used as a key intermediate in the synthesis of various pharmaceutical compounds, particularly for the development of cancer and antifungal drugs. Its unique structure allows it to participate in a range of chemical reactions, making it a valuable asset in drug discovery and design.
Used in Organic Synthesis:
In the field of organic synthesis, 1-Naphthaleneboronic Acid Neopentyl Glycol Cyclic Ester serves as a versatile building block for the creation of complex organic molecules. Its reactivity and structural features enable chemists to incorporate it into a variety of synthetic pathways, leading to the formation of novel compounds with potential applications in various industries.
Used in Drug Development:
1-Naphthaleneboronic Acid Neopentyl Glycol Cyclic Ester is employed as a precursor in the development of new drugs, particularly those targeting cancer and fungal infections. Its ability to participate in diverse chemical reactions allows researchers to explore innovative approaches to drug design, potentially leading to the discovery of more effective and targeted therapeutic agents.
Used in Chemical Reactions:
In chemical reactions, 1-Naphthaleneboronic Acid Neopentyl Glycol Cyclic Ester acts as a boronic acid ester, which can undergo various transformations, such as oxidation, reduction, and coupling reactions. These reactions enable the compound to be incorporated into a wide range of chemical processes, contributing to the synthesis of new and existing molecules with diverse applications.
Used in Research and Development:
1-Naphthaleneboronic Acid Neopentyl Glycol Cyclic Ester is utilized in research and development settings to explore its potential applications and properties. Scientists and researchers investigate its reactivity, stability, and interactions with other compounds to better understand its role in chemical processes and to identify new areas of application.

InChI:InChI=1/C15H17BO2/c1-15(2)10-17-16(18-11-15)14-9-5-7-12-6-3-4-8-13(12)14/h3-9H,10-11H2,1-2H3

Upstream product

• 27309-70-2 tris(1-naphthyl)stilbane 
• 126-30-7 2,2-Dimethyl-1,3-propanediol 
• 13922-41-3 1-Naphthylboronic acid 
• 67-56-1 methanol 
• 10294-34-5 boron trichloride 
• 90-11-9 1-Bromonaphthalene 
• 668987-38-0 5,5-dimethyl-1,3,2-dioxaborinane 
• 90-13-1 1-Chloronaphthalene 
• 2619-00-3 naphthalen-1-yl N,N-dimethylcarbamate 
• 201733-56-4 2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-5,5-dimethyl-1,3,2-dioxaborinane 
• 85630-39-3 1-naphthyl N,N-diethylcarbamate 
• 86-53-3 1-Cyanonaphthalene 
• 6831-28-3 1-(naphthalen-1-yl)pyrrolidin-2-one 
• 90-14-2 1-Iodonaphthalene 

Downstream Products

• 5751-29-1 1-[(2E)-3-phenyl-2-propen-1-yl]naphthalene 
• 5751-28-0 (E)-1-(3-phenylprop-1-en-1-yl)naphthalene 
• 613-33-2 (4,4'-dimethyl-1,1'-biphenyl) 
• 604-53-5 1,1'-bisnaphthalene 
• 27331-34-6 1-(4-methylphenyl)naphthalene 
• 86-55-5 1-naphthalenecarboxylic acid 
• 22837-11-2 1-(α-naphthyl)-2,2-diphenylethene 
• 1313442-55-5 C₂₇H₂₉NO₂ 
• 51336-07-3 N,N-dibenzyl-N-(1-naphthyl)amine 
• 24382-97-6 1-(4-chlorophenyl)naphthalene 
• 147424-62-2 1-(2,6-dimethylphenyl)naphthalene 
• 605-02-7 1-phenylnaphthalene 
• 76759-26-7 2-naphthylpyridine 

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.

Nickel-Catalyzed Regioselective Alkenylarylation of γ,δ-Alkenyl Ketones via Carbonyl Coordination

We disclose a nickel-catalyzed reaction, which enabled us to difunctionalize unactivated γ,δ-alkenes in ketones with alkenyl triflates and arylboronic esters. The reaction was made feasible by the use of 5-chloro-8-hydroxyquinoline as a ligand along with

Palladium-catalysed reactions of conjugated enyne oxiranes with organoborons: A diastereoselective method of the synthesis of 2,4,5-trienol derivatives

A palladium-catalysed reaction of conjugated enyne oxiranes with organoboron reagents is described. This method allows aryl-substituted vinylallenes containing a hydroxyl group on the allylic position to be synthesized, with good diastereomeric ratios, un

Direct Borylation of Tertiary Anilines via C-N Bond Activation

The first successful catalytic borylation of unactivated aromatic C-N bonds of tertiary anilines without the preactivation or any directing groups is demonstrated. The reactivity of both N,N-dialkylarylamines and N-arylpyrroles were investigated systematically, and the targeted products were furnished in moderate to good yields. The DFT calculation results indicated that the catalytic cycle is furnished via a five-membered cyclic transition-state due to the steric hindrance of the Ni/NHC catalytic system.

Ruthenium-Catalyzed Ortho C-H Arylation of Aromatic Nitriles with Arylboronates and Observation of Partial Para Arylation

Ruthenium-catalyzed C-H arylation of aromatic nitriles with arylboronates is described. The use of RuH2(CO){P(4-MeC6H4)3}3 as a catalyst provided higher yields of the ortho arylation products than the

Nickel-Catalyzed Borylation of Aryl and Benzyl 2-Pyridyl Ethers: A Method for Converting a Robust ortho-Directing Group

The nickel-catalyzed borylation of aryl 2-pyridyl ethers via the loss of a 2-pyridyloxy group is described. This method allows a 2-pyridyloxy group to be used as a convertible directing group in C?H bond functionalization reactions. The nickel catalyst can also borylate arylmethyl 2-pyridyl ethers, in which the stereochemistry at the benzylic position is retained in the case of chiral secondary benzylic substrates. (Figure presented.).

Nickel-Catalyzed Decarbonylative Borylation and Silylation of Esters

The nickel-catalyzed direct borylation and silylation of phenolic esters has been established. The key to this highly efficient acyl C-O bond borylative and silylative cleavage depends on the appropriate choice of different ligands and additives in the pr

Nickel-Catalyzed Decarbonylative Borylation of Amides: Evidence for Acyl C?N Bond Activation

A nickel/N-heterocyclic carbene catalytic system has been established for decarbonylative borylation of amides with B2nep2by C?N bond activation. This transformation shows good functional-group compatibility and can serve as a powerful synthetic tool for late-stage borylation of amide groups in complex compounds. More importantly, as a key intermediate, the structure of an acyl nickel complex was first confirmed by X-ray analysis. Furthermore, the decarbonylative process was also observed. These findings confirm the key mechanistic features of the acyl C?N bond activation process.

Ni-Catalyzed Borylation of Aryl Fluorides via C-F Cleavage

A Ni-catalyzed borylation via C-F activation is described. This protocol is distinguished by a wide scope, including unactivated fluoroarenes, without compromising its efficiency and scalability, thus representing a significant step-forward toward the implementation of C-F activation protocols.

Ipso- borylation of aryl ethers via Ni-Catalyzed C-OMe Cleavage

A Ni-catalyzed ipso-borylation of aryl ethers via C(sp2)-OMe and C(sp3)-OMe cleavage is described. The transformation is characterized by its wide substrate scope under mild conditions and an exquisite divergence in site selectivity that can be easily switched by selecting the appropriate boron reagent.