51787-71-4

Basic information

• Product Name: Isoquinoline, 3-phenyl-, 2-oxide
• CAS NO: 51787-71-4
• Molecular Formula: C15H11NO
• Molecular Weight: 221.258
• Mol File: 51787-71-4.mol
• Article Data: 20

Chemical Properties

• CAS DataBase Reference: Isoquinoline, 3-phenyl-, 2-oxide(CAS DataBase Reference)
• NIST Chemistry Reference: Isoquinoline, 3-phenyl-, 2-oxide(51787-71-4)
• EPA Substance Registry System: Isoquinoline, 3-phenyl-, 2-oxide(51787-71-4)

Safety Data

• Hazardous Substances Data: 51787-71-4(Hazardous Substances Data)

Upstream product

• 26260-02-6 2-iodobenzaldehyde 
• 212505-57-2 N-(2-iodobenzylidene)-2-methylpropan-2-amine 
• 1532-72-5 isoquinoline N-oxide 
• 100-63-0 phenylhydrazine 
• 591-50-4 iodobenzene 
• 103041-27-6 3-carboxyisoquinoline N-oxide 
• 6624-49-3 isoquinoline-3-carboxylic acid 
• 536-74-3 phenylacetylene 
• 37993-76-3 3-phenylisoquinoline 
• 71-43-2 benzene 
• 1140903-17-8 (E)-1-(2-(phenylethynyl)phenyl)ethanone O-methyl oxime 
• 6630-33-7 ortho-bromobenzaldehyde 
• 59046-72-9 o-(phenylethynyl)benzaldehyde 
• 106824-49-1 2-phenylethynylbenzaldehyde oxime 

Downstream Products

• 1031431-17-0 C₁₆H₁₀N₂ 
• 55150-54-4 1-chloro-3-phenylisoquinoline 
• 1402452-32-7 1-chloro-3-(2-chlorophenyl)isoquinoline 
• 1402452-35-0 1-bromo-3-(2-bromophenyl)isoquinoline 
• 37993-76-3 3-phenylisoquinoline 
• 1202458-12-5 1-methyl-3-phenylisoquinoline-2-oxide 
• 1721-96-6 1-methyl-3-phenylisoquinoline 
• 1437780-83-0 ethyl 4-((3-phenylisoquinolin-1-yl)oxy)benzoate 
• 1437780-82-9 1-(4-fluorophenoxy)-3-phenylisoquinoline 

Relevant articles and documents

Synthesis of N-(isoquinolin-1-yl)sulfonamides via Ag2O-catalyzed tandem reaction of ortho-alkynylbenzaldoximes with benchtop stabilized ketenimines

In this project, a moderately efficient approach to multisubstituted N-(isoquinolin-1-yl)sulfonamide derivatives was illustrated, utilizing ortho-alkynylbenzaldoximes and zwitterionic ketenimine salts in a tandem reaction catalyzed by silver oxide. The oxophilicity of Ag2O, along with its nature as Lewis acid, pave the way for a smooth [3 + 2] cycloaddition between isoquinoline N-oxides and ketenimine species, which is a key step in this reaction. DFT calculation suggests that 1,3-dipolar cycloaddition of nitrone and ketenimine proceeds through a selective stepwise mechanism.

Highly Regioselective Isoquinoline Synthesis via Nickel-Catalyzed Iminoannulation of Alkynes at Room Temperature

A simple and cost-efficient nickel catalytic system for the annulation of 2-haloaldimines with alkynes to synthesize 3,4-disubstituted and 3-substituted isoquinolines at room temperature has been developed. The air-stable and inexpensive Ni(dppe)Cl2 was employed as a precatalyst, and Et3N was found to be an essential additive for obtaining high yields. By using this nickel catalytic system one-pot three-component direct synthesis of isoquinolines starting with simple 2-halobenzaldehydes, tert-butylamine, and alkynes were also achieved. These reactions occur in moderate to excellent yields with complete regioselectivity. Moreover, these reactions feature a broad substrate scope, easy scalability, operational simplicity, and excellent practicality.

Regioselective decarboxylative cross-coupling of carboxy isoquinoline N -oxides

A straightforward method for direct decarboxylative arylation of 1- and 3-carboxy isoquinaldic acid N-oxides with aryl iodides is reported. The reaction proceeded selectively at the carboxy function site to exclusively give the corresponding C-1/sub