32203-14-8

Basic information

• Product Name: 2,3-dihydro-2-(4-methylphenyl)benzo[d][1,3,2]diazaborinin-4(1H)-one
• Synonyms: 2,3-dihydro-2-(4-methylphenyl)benzo[d][1,3,2]diazaborinin-4(1H)-one
• CAS NO: 32203-14-8
• Molecular Weight: 236.081
• Mol File: 32203-14-8.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 2,3-dihydro-2-(4-methylphenyl)benzo[d][1,3,2]diazaborinin-4(1H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-dihydro-2-(4-methylphenyl)benzo[d][1,3,2]diazaborinin-4(1H)-one(32203-14-8)
• EPA Substance Registry System: 2,3-dihydro-2-(4-methylphenyl)benzo[d][1,3,2]diazaborinin-4(1H)-one(32203-14-8)

Safety Data

• Hazardous Substances Data: 32203-14-8(Hazardous Substances Data)

Upstream product

• 5720-05-8 4-methylphenylboronic acid 
• 28144-70-9 anthranilic acid amide 
• 244205-40-1 (2-bromophenyl)boronic acid 
• 106-43-4 para-chlorotoluene 

Downstream Products

• 1449074-43-4 C₁₄H₁₂BIN₂O 
• 99495-15-5 3-(p-tolyl)cyclohexan-1-one 
• 1245646-59-6 2-fluoro-6-(p-tolyl)pyridine 
• 1039775-38-6 2-methoxy-6-(4'-methylphenyl)pyridine 
• 4467-06-5 2-(4-methylphenyl)pyridine 
• 50670-50-3 p-(p-tolyl)benzonitrile 
• 2143-88-6 4-nitro-4'-methyl-1,1'-biphenyl 
• 1204-78-0 4-(4-methylphenyl)aniline 
• 19482-11-2 4-chloro-4'-methylbiphenyl 
• 53040-92-9 4-(4-tolyl)anisole 
• 5720-05-8 4-methylphenylboronic acid 
• 28144-70-9 anthranilic acid amide 
• 16939-04-1 2-p-tolylthiophene 
• 1296939-32-6 2-[2-(dimethylphenylsilyl)-4-methylphenyl]-2,3-dihydrobenzo[d][1,3,2]diazaborinin-4(1H)-one 

Relevant articles and documents

Synthesis method of 1, 3, 2-benzodiazeborane and derivatives of 1, 3, 2-benzodiazeborane

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.

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.

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.