140381-66-4

Basic information

• Product Name: Isoquinoline, 1,2,3,4-tetrahydro-2-(2-nitrophenyl)-
• CAS NO: 140381-66-4
• Molecular Formula: C15H14N2O2
• Molecular Weight: 254.288
• Mol File: 140381-66-4.mol
• Article Data: 17

Chemical Properties

• CAS DataBase Reference: Isoquinoline, 1,2,3,4-tetrahydro-2-(2-nitrophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Isoquinoline, 1,2,3,4-tetrahydro-2-(2-nitrophenyl)-(140381-66-4)
• EPA Substance Registry System: Isoquinoline, 1,2,3,4-tetrahydro-2-(2-nitrophenyl)-(140381-66-4)

Safety Data

• Hazardous Substances Data: 140381-66-4(Hazardous Substances Data)

Upstream product

• 91-21-4 1,2,3,4-tetrahydroisoquinoline 
• 88-73-3 2-Chloronitrobenzene 
• 493-05-0 isochromane 
• 153333-52-9 1-(2-iodoethyl)-2-(iodomethyl)benzene 
• 88-74-4 2-nitro-aniline 
• 577-19-5 2-nitrophenyl bromide 
• 1493-27-2 ortho-nitrofluorobenzene 

Downstream Products

• 239-44-1 benzo[4,5]imidazo[2,1-a]isoquinoline 
• 246247-91-6 2-(3,4- dihydroisoquinolin-2(1H)-yl)aniline 
• 97379-19-6 2-(2-nitrophenyl)-3,4-dihydroisoquinolin-2-ium bromide 
• 65419-76-3 N-<2-(2-formylphenyl)ethyl>-2-nitroaniline 

Relevant articles and documents

Metal-Free Synthesis of Polycyclic Quinazolinones Enabled by a (NH4)2S2O8-Promoted Intramolecular Oxidative Cyclization

An efficient metal-free, (NH4)2S2O8 mediated intramolecular oxidative cyclization for the construction of polycyclic heterocycles was disclosed. A series of polycyclic quinazolinone derivatives with good functional group tolerance were obtained in high yields. The natural products tryptanthrin and rutaecarpine, as well as their derivatives, were easily synthesized by this strategy. A preliminary mechanism study suggested the carbon-centered radical was involved in the catalytic cycle.

Synthesis of Spirooxindoles via the tert-Amino Effect

A new method is developed for the synthesis of spirooxindoles from amines and isatins via C-H functionalization. The reaction leverages the tert-amino effect to form an enolate-iminium intermediate via [1,5]-hydride shift followed by cyclization. Interest

Electrochemical Synthesis of Benzo[ d]imidazole via Intramolecular C(sp3)-H Amination

An electrochemical dehydrogenative amination for the synthesis of benzimidazoles was developed. This electrosynthesis method could address the limitations of the C(sp3)-H intramolecular amination synthesis reaction and provide novel access to obtain 1,2-disubstituted benzimidazoles without transition metals and oxidants. Under undivided electrolytic conditions, various benzimidazole derivatives could be synthesized, exhibiting functional group tolerance.

An intramolecular C(sp3)-H imination using PhI-m CPBA

Herein, a highly exothermic primary amine-polyvalent iodine reaction has been used successfully for selective functionalization of acidic C(sp3)-H groups for a dehydrogenative C-H imination reaction by 4H elimination. Overall, C(sp3)-H imination at 1,5 distances was readily done via organocatalysis using PhI (10 mol%)-mCPBA under ambient conditions.