863301-32-0

Basic information

• Product Name: 3-((S)-2-nitro-1-phenylethyl)-1H-indole
• Synonyms: 3-((S)-2-nitro-1-phenylethyl)-1H-indole
• CAS NO: 863301-32-0
• Molecular Weight: 266.299
• Mol File: 863301-32-0.mol
• Article Data: 54

Chemical Properties

• CAS DataBase Reference: 3-((S)-2-nitro-1-phenylethyl)-1H-indole(CAS DataBase Reference)
• NIST Chemistry Reference: 3-((S)-2-nitro-1-phenylethyl)-1H-indole(863301-32-0)
• EPA Substance Registry System: 3-((S)-2-nitro-1-phenylethyl)-1H-indole(863301-32-0)

Safety Data

• Hazardous Substances Data: 863301-32-0(Hazardous Substances Data)

Upstream product

• 120-72-9 indole 
• 5153-67-3 nitrostyrene 
• 102-96-5 (2-nitroethenyl)benzene 
• 2043-61-0 cyclohexanecarbaldehyde 
• 66-25-1 hexanal 
• 555-16-8 4-nitrobenzaldehdye 

Downstream Products

• 1040908-85-7 2-(1H-indol-3-yl)-2-phenylethylamine 

Relevant articles and documents

Catalytic Asymmetric Synthesis of Chiral 2-Vinylindole Scaffolds by Friedel-Crafts Reaction

A chiral bis(imidazolidine)pyridine (PyBidine)-Ni(OTf)2 complex smoothly catalyzed an asymmetric Friedel-Crafts reaction of 2-vinylindoles with nitroalkenes to give chiral indoles in a highly enantioselective manner while maintaining the 2-vinyl functionality. The chiral 2-vinylindoles offer unique chiral scaffolds for diverse transformations.

Enantioselective Friedel-Crafts alkylation of indole with nitroalkenes in the presence of bifunctional squaramide organocatalysts

A series of chiral bifunctional quinine and 2-aminoDMAP based squaramide organocatalysts are evaluated in Friedel-Crafts alkylation of indoles with nitroolefins. These 3-substituted indole derivatives are synthesized in the presence of sterically encumber

Asymmetric Ruthenium-Catalyzed Hydrogenation of Terpyridine-Type N-Heteroarenes: Direct Access to Chiral Tridentate Nitrogen Ligands

The first enantioselective hydrogenation of terpyridine-type N-heteroarenes has been successfully developed by using Ru(diamine) complexes as catalysts, providing partially reduced chiral pyridine-amine-type products in high yield (up to 93%) with excellent diastereo- and enantioselectivity (up to 94:6 dl/meso, > 99% ee). These pyridine-amine-type compounds can be served as a new class of chiral multidentate nitrogen-donor ligands, which were successfully applied to the Cu-catalyzed asymmetric Friedel-Crafts alkylation reaction of indoles with nitroalkenes.

A chiral bicyclic skeleton-tethered bipyridine-Zn(OTf)2 complex as a Lewis acid: Enantioselective Friedel-Crafts alkylation of indoles with nitroalkenes

A conformationally rigid chiral bicyclic skeleton tethered bipyridine-Zn(OTf)2 complex facilitated the enantioselective Friedel-Crafts alkylation of indoles with trans-β-nitroarylalkenes in an enantioselective manner at elevated temperature. Indoles reacted smoothly with β-nitroarylalkenes to generate the corresponding 3-(2-nitroalkyl)indoles in good to excellent yields (up to 94%) with moderate to excellent enantioselectivities (up to 91%). The stereochemical outcome of the product from indole and trans-β-nitrostyrene in the presence of the CRCB tethered bipyridine-Zn(OTf)2 complex and the DFT calculation of the CRCB tethered bipyridine-Zn:trans-β-nitrostyrene complex support the si-face attack of indole on trans-β-nitrostyrene.