4682-91-1

Basic information

• Product Name: 5-bromobenzo[c]isoxazole
• Synonyms: 5-bromobenzo[c]isoxazole;5-bromo-2,1-benzoxazole
• CAS NO: 4682-91-1
• Molecular Formula: C₇H₄BrNO
• Molecular Weight: 198.01676
• Mol File: 4682-91-1.mol
• Article Data: 12

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-bromobenzo[c]isoxazole(CAS DataBase Reference)
• NIST Chemistry Reference: 5-bromobenzo[c]isoxazole(4682-91-1)
• EPA Substance Registry System: 5-bromobenzo[c]isoxazole(4682-91-1)

Safety Data

• Hazardous Substances Data: 4682-91-1(Hazardous Substances Data)

Upstream product

• 20357-20-4 5-bromo-2-nitrobenzaldehyde 

Downstream Products

• 91201-93-3 N-1'-Adamantyl-5-bromoanthranilium perchlorate 

Relevant articles and documents

I2-DMSO mediated oxidative amidation of methyl ketones with anthranils for the synthesis of: α -ketoamides

An I2-DMSO mediated oxidative amidation of methyl ketones using anthranils as masked N-nucleophiles has been developed for the direct synthesis of α-ketoamides with high atom-economy. This metal-free process involves reductive N-O bond cleavage of anthranils and oxidative C-N bond formation of methyl ketones under mild conditions. The iodo group and electrophilic formyl group provide multiple possibilities for further functionalization of α-ketoamides.

Ambient reductive synthesis of N-heterocyclic compounds over cellulose-derived carbon supported Pt nanocatalyst under H2atmosphere

N-heterocyclic compounds are important chemicals, and their reductive synthesis using H2 under mild conditions is attractive but challenging. Herein, we report chemoselective hydrogenation of 2-nitroacylbenzenes to 2,1-benzisoxazoles under ambient conditions for the first time, wihch is achieved over cellulose-derived carbon (c-C) supported Pt nanocatalyst (Pt/c-C), and a series of 2,1-benzisoxazoles can be obtained in excellent yields. Pt/c-C also shows high performance for ambient reductive amination of levulinic acid with H2, accessing various pyrrolidones in excellent yields. The systematic studies indicated that the c-C support played multiple roles in catalysis with enhancing electron density of the Pt nanoparticles and activating reactant molecules. Especially, the O-containing groups on the c-C surface provided the c-C support with both acid and base features, thus endowing Pt/c-C with high performances. This work provides an accessible and highly efficient catalyst for reductive synthesis of N-heterocycles using H2 under ambient conditions, which may have promising applications.

Metal-Free, Visible-Light-Enabled Direct C3-H Arylation of Anthranils

An eosin Y disodium salt-catalyzed photoredox C-H arylation of anthranils is reported. A variety of aryl diazonium tetrafluoroborates were used as aryl sources, providing the C3 cross-coupled products. The in situ generated reactive radicals were trapped by anthranils, providing an alternative method to transition-metal-catalyzed C-H arylations of anthranils. Gold-catalyzed downstream transformations demonstrate the synthetic potential of these valuable building blocks.