32203-17-1

Basic information

• Product Name: 2,3-dihydro-2-(naphthalen-1-yl)benzo[d][1,3,2]diazaborinin-4(1H)-one
• Synonyms: 2,3-dihydro-2-(naphthalen-1-yl)benzo[d][1,3,2]diazaborinin-4(1H)-one
• CAS NO: 32203-17-1
• Molecular Weight: 272.114
• Mol File: 32203-17-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2,3-dihydro-2-(naphthalen-1-yl)benzo[d][1,3,2]diazaborinin-4(1H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-dihydro-2-(naphthalen-1-yl)benzo[d][1,3,2]diazaborinin-4(1H)-one(32203-17-1)
• EPA Substance Registry System: 2,3-dihydro-2-(naphthalen-1-yl)benzo[d][1,3,2]diazaborinin-4(1H)-one(32203-17-1)

Safety Data

• Hazardous Substances Data: 32203-17-1(Hazardous Substances Data)

Upstream product

• 13922-41-3 1-Naphthylboronic acid 
• 28144-70-9 anthranilic acid amide 

Downstream Products

• 1296939-37-1 2-[2-(dimethylphenylsilyl)naphthalen-1-yl]-2,3-dihydrobenzo[d][1,3,2]diazaborinin-4(1H)-one 

Relevant articles and documents

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.).

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.