473918-48-8

Basic information

• Product Name: Benzenamine, 2-(1H-indol-1-yl)-
• CAS NO: 473918-48-8
• Molecular Formula: C14H12N2
• Molecular Weight: 208.263
• Mol File: 473918-48-8.mol
• Article Data: 35

Chemical Properties

• CAS DataBase Reference: Benzenamine, 2-(1H-indol-1-yl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenamine, 2-(1H-indol-1-yl)-(473918-48-8)
• EPA Substance Registry System: Benzenamine, 2-(1H-indol-1-yl)-(473918-48-8)

Safety Data

• Hazardous Substances Data: 473918-48-8(Hazardous Substances Data)

Upstream product

• 615-43-0 2-iodophenylamine 
• 609-73-4 o-nitroiodobenzene 
• 3420-02-8 6-methylindole 
• 614-96-0 5-methyl-1H-indole 
• 120-72-9 indole 
• 29289-13-2 2-iodo-4-methylaniline 
• 1493-27-2 ortho-nitrofluorobenzene 
• 25688-25-9 1-(2-nitrophenyl)-1H-indole 
• 61798-24-1 (1S,2S)-N,N'-dimethyl-1,2-diaminocyclohexane 
• 615-36-1 2-bromoaniline 

Downstream Products

• 1134136-38-1 6-(4-nitrophenyl)indolo[1,2-a]quinoxaline 
• 1134136-34-7 6-phenylindolo[1,2-a]quinoxaline 
• 1134136-40-5 6-(4-bromophenyl)indolo[1,2-a]quinoxaline 
• 1134136-36-9 N-(4-indolo[1,2-a]quinoxalin-6-ylphenyl)dimethylamine 
• 1610337-89-7 (E)-ethyl 3-(1-(2-aminophenyl)-1H-indol-2-yl)acrylate 
• 1610337-95-5 (E)-benzyl 3-(1-(2-aminophenyl)-1H-indol-2-yl)acrylate 
• 1610337-94-4 (E)-tert-butyl 3-(1-(2-aminophenyl)-1H-indol-2-yl)acrylate 
• 1610337-98-8 phenyl 2-(5,6-dihydroindolo[1,2-a]quinoxalin-6-yl)acetate 

Relevant articles and documents

Copper-catalyzed N-arylation of amines/amides in poly(ethylene glycol) as recyclable solvent medium

The Buchwald N-arylation of amines and amides is achieved efficiently in PEG (400 Daltons) as solvent medium. The solvent and catalyst recyclability is studied. Interestingly amides underwent N-arylation with better yields. Georg Thieme Verlag Stuttgart.

Cobalt-Catalyzed Direct C-H Carbonylative Synthesis of Free (NH)-Indolo[1,2- a]quinoxalin-6(5 H)-ones

A cobalt-catalyzed direct C-H carbonylative reaction of N-(2-(1H-indol-1-yl)phenyl)picolinamides for the synthesis of (NH)-indolo[1,2-a]quinoxalin-6(5H)-one skeletons has been developed. Using benzene-1,3,5-triyl triformate (TFBen) as the CO source and picolinamide as the traceless directing group, various free (NH)-indolo[1,2-a]quinoxalin-6(5H)-ones were obtained in good yields (up to 88%). Additionally, a series of product derivatizations were demonstrated, and the core fragment of PARP-1 inhibitor C can be readily constructed by this protocol.

Synthesis of 4-Aryl Pyrrolo[1,2-α]quinoxalines via Iron-Catalyzed Oxidative Coupling from an Unactivated Methyl Arene

Herein, we describe the direct synthesis of pyrrolo[1,2-α]quinoxaline via oxidative coupling between methyl arene and 1-(2-aminophenyl) pyrroles. Oxidation of the benzylic carbon of the methyl arene was achieved by di-t-butyl peroxide in the presence of an iron catalyst, followed by conversion to an activated aldehyde in situ. Oxygen played a crucial role in the oxidation process to accelerate benzaldehyde formation. Subsequent Pictet-Spengler-type annulation completed the quinoxaline structure. The protocol tolerated various kinds of functional groups and provided 22 4-aryl pyrrolo[1,2-α]quinoxalines when various methyl arene derivatives were used. The developed method proceeded in air, and all catalysts, reagents, and solvents were easily accessible.