24341-83-1Relevant academic research and scientific papers
Synthesis method of 1, 3, 2-benzodiazeborane and derivatives of 1, 3, 2-benzodiazeborane
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Paragraph 0035; 0041-0042; 0046; 0050, (2022/04/08)
The invention provides a synthesis method of 1, 3, 2-benzodiazepine and derivatives thereof, which comprises the following steps: carrying out dehydration condensation on phenylboronic acid and derivatives thereof, and anthranilamide and derivatives thereof in a solvent to obtain 1, 3, 2-benzodiazepine and derivatives thereof. According to the method, phenylboronic acid and derivatives thereof and anthranilamide and derivatives thereof are subjected to dehydration condensation in a solvent to obtain 1, 3, 2-benzodiazepine and derivatives thereof, and the method is mild in reaction condition, high in yield, low in cost and small in pollution, does not need any catalyst or other additives, and has the advantages of being simple in reaction operation and green.
Biological evaluation the 2-aryl-2,3-dihydrobenzodiazaborinin-4(1H)-ones as potential dual α-glucosidase and α-amylase inhibitors with antioxidant properties
Mphahlele, Malose J.,Magwaza, Nontokozo M.,Malindisa, Sibusiso T.,Choong, Yee Siew
, p. 234 - 247 (2021/06/08)
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
Wang, Hao-Jie,Zhang, Mo,Li, Wen-Jing,Ni, Yu,Lin, Jin,Zhang, Zhan-Hui
supporting information, p. 5018 - 5024 (2019/11/03)
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
Devaraj, Karthik,Ingner, Fredric J.L.,Sollert, Carina,Gates, Paul J.,Orthaber, Andreas,Pilarski, Lukasz T.
, p. 5863 - 5871 (2019/04/16)
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.
Anthranilamide-masked o-iodoarylboronic acids as coupling modules for iterative synthesis of ortho-linked oligoarenes
Koyanagi, Masashi,Eichenauer, Nils,Ihara, Hideki,Yamamoto, Takeshi,Suginome, Michinori
supporting information, p. 541 - 543 (2013/06/05)
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
Ihara, Hideki,Koyanagi, Masashi,Suginome, Michinori
supporting information; experimental part, p. 2662 - 2665 (2011/06/25)
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.
