28249-75-4

Upstream product

• 31044-59-4 diethyl phenylboronate 
• 28144-70-9 anthranilic acid amide 
• 3262-89-3 triphenylboroxine 
• 98-80-6 phenylboronic acid 
• 873-51-8 phenylborondichloride 
• 7330-48-5 dibutoxyphenylborane 
• 71-43-2 benzene 
• 591-50-4 iodobenzene 
• 100-56-1 phenylmercury(II) chloride 
• 960-71-4 triphenylborane 
• 100123-15-7 chloro-phenoxy-phenyl-borane 

Downstream Products

• 1159-10-0 phosphorodichloridic acid 4-chloro-2-phenyl-1,2,3,4-tetrahydro-benzo[1,3,2]diazaborinin-4-yl ester 
• 873-51-8 phenylborondichloride 
• 28144-70-9 anthranilic acid amide 
• 1296939-28-0 2,3-dihydro-2-[2-(triethylsilyl)phenyl]benzo[d][1,3,2]diazaborinin-4(1H)-one 
• 1296939-29-1 2,3-dihydro-2-[2-(methyldiphenylsilyl)phenyl]benzo[d][1,3,2]diazaborinin-4(1H)-one 
• 1296939-41-7 2,4,6-tris[2-(dimethylphenylsilyl)phenyl]boroxine 
• 20469-72-1 phenylboronic acid-d₂ 
• 1296939-27-9 2-[2-(dimethylphenylsilyl)phenyl]-2,3-dihydrobenzo[d][1,3,2]diazaborinin-4(1H)-one 
• 1449074-42-3 C₁₃H₁₀BIN₂O 
• 15961-35-0 4,4,6-trimethyl-2-phenyl-[1,3,2]dioxaborinane 
• 24388-23-6 2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole 
• 24341-81-9 2-phenyl-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine 
• 1088-77-3 4-ethoxy-2-phenyl-1,2-dihydro-benzo[1,3,2]diazaborinine 
• 1214-41-1 2-phenyl-1,2-dihydro-benzo[1,3,2]diazaborinin-4-ylamine 

Relevant academic research and scientific papers

Biological evaluation the 2-aryl-2,3-dihydrobenzodiazaborinin-4(1H)-ones as potential dual α-glucosidase and α-amylase inhibitors with antioxidant properties

The 2-aryl-2,3-dihydrobenzodiazaborinin-4(1H)-ones (azaborininone) were synthesized as analogues of the 2-arylquinazoline-4-ones and screened through enzymatic assay in vitro for inhibitory effect against α-glucosidase and α-amylase activities. These azaborininones exhibited moderate to good inhibitory effect against these enzymes compared to acarbose used as a reference standard. The results are supported by the enzyme-ligand interactions through kinetics (in vitro) and molecular docking (in silico) studies. The test compounds also exhibited significant antioxidant activity through the 2,2-diphenyl-1-picrylhydrazyl (DPPH) and nitric oxide (NO) free radical scavenging assays. These azaborininone derivatives exhibited no effect on the viability of the human lung cancer (A549) cell line after 24?hr and were also not toxic towards the Vero cells.

An Efficient Ni/Pd Catalyzed Chemoselective Synthesis of 1,3,2-Benzodiazaborininones from Boronic Acids and Anthranilamides

An efficient Ni/Pd catalyzed chemoselective synthesis of 1,3,2-benzodiazaborininones from boronic acids and anthranilamide has been developed. This protocol allows for the rapid and straightforward access to a wide range of 1,3,2-benzodiazaborininones at roomtemperature with excellent functional group tolerance. (Figure presented.).

Arynes and Their Precursors from Arylboronic Acids via Catalytic C-H Silylation

A new, operationally simple approach is presented to access arynes and their fluoride-activated precursors based on Ru-catalyzed C-H silylation of arylboronates. Chromatographic purification may be deferred until after aryne capture, rendering the arylboronates de facto precursors. Access to various new arynes and their derivatives is demonstrated, including, for the first time, those based on a 2,3-carbazolyne and 2,3-fluorenyne core, which pave the way for novel derivatizations of motifs relevant to materials chemistry.

Chemoselective: N -arylation of aminobenzamides via copper catalysed Chan-Evans-Lam reactions

Chemoselective N-arylation of unprotected aminobenzamides was achieved via Cu-catalysed Chan-Evans-Lam cross-coupling with aryl boronic acids for the first time. Simple copper catalysts enable the selective arylation of amino groups in ortho/meta/para-aminobenzamides under open-flask conditions. The reactions were scalable and compatible with a wide range of functional groups.

Azaborininones: Synthesis and Structural Analysis of a Carbonyl-Containing Class of Azaborines

An approach to access azaborininones (carbonyl-containing, boron-based heterocyclic scaffolds) using simple reagents and conditions from both organotrifluoroborates and boronic acids is described. An inexpensive, common reagent, SiO2, was found to serve as both a fluorophile and desiccant to facilitate the annulation process across three different azaborininone platforms. Computational analysis of some of the cores synthesized in this study was undertaken to compare the azaborininones with the analogous carbon-based heterocyclic systems. Computationally derived pKa values, NICS aromaticity calculations, and electrostatic potential surfaces revealed a unique isoelectronic/isostructural relationship between these azaborines and their carbon isosteres that changed based on boron connectivity. Correlation to experimentally derived data supports the computational findings.

A general method for interconversion of boronic acid protecting groups: Trifluoroborates as common intermediates

We have developed a general protocol for the interconversion of diverse protected boronic acids, via intermediate organotrifluoroborates. N-Methyliminodiacetyl boronates, which have been hitherto resistant to direct conversion to trifluoroborates, have been shown to undergo fluorolysis at elevated temperatures. Subsequent solvolysis of organotrifluoroborates in the presence of trimethylsilyl chloride and a wide range of bis-nucleophiles enables the generation of a variety of protected boronic acids.

Anthranilamide-masked o-iodoarylboronic acids as coupling modules for iterative synthesis of ortho-linked oligoarenes

Anthranilamide (AAM)-masked o-iodoarylboronic acids were prepared from AAM-masked arylboronic acids via Rucatalyzed o-C-H silylation, followed by iododesilylation with ICl. The Suzuki-Miyaura coupling of AAM-masked o-haloarylboronic acids with arylboronic acids proceeded under ligandfree conditions. Oligo(o-phenylene)s and oligo(naphthalene-2,3-diyl)s were synthesized via iterative Suzuki-Miyaura coupling sequences.

Anthranilamide: A simple, removable ortho -directing modifier for arylboronic acids serving also as a protecting group in cross-coupling Reactions

Anthranilamide (AAM) serves as a bifunctional modifier on the boron atom in catalytic transformations of arylboronic acids. It makes boronyl groups unreactive in Suzuki-Miyaura coupling and promotes Ru-catalyzed ortho-silylation. Suzuki-Miyaura coupling of AAM-modified bromophenylboronic acids with tolylboronic acid gave 1,1′-biaryl-4-boronic acid bearing AAM on the boron atom, which subsequently underwent Ru-catalyzed ortho-silylation at the 3-position by virtue of the ortho-directing effect of the AAM group.