201486-55-7

Basic information

• Product Name: (E)-1-(1H-indol-1-yl)-3-phenylprop-2-en-1-one
• Synonyms: (E)-1-(1H-indol-1-yl)-3-phenylprop-2-en-1-one
• CAS NO: 201486-55-7
• Molecular Weight: 247.296
• Mol File: 201486-55-7.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (E)-1-(1H-indol-1-yl)-3-phenylprop-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-1-(1H-indol-1-yl)-3-phenylprop-2-en-1-one(201486-55-7)
• EPA Substance Registry System: (E)-1-(1H-indol-1-yl)-3-phenylprop-2-en-1-one(201486-55-7)

Safety Data

• Hazardous Substances Data: 201486-55-7(Hazardous Substances Data)

Upstream product

• 14371-10-9 (E)-3-phenylpropenal 
• 120-72-9 indole 
• 496-15-1 1-indoline 
• 102-92-1 Cinnamoyl chloride 
• 79844-33-0 2-(2-nitrophenyl)acetaldehyde dimethyl acetal 
• 150760-45-5 2-(2,2-dimethoxyethyl)-benzeneamine 
• 119-66-4 2-nitrobenzenediazonium chloride 
• 20973-67-5 N,N-dimethyl-2-(2-nitrophenyl)ethenylamine 
• 7318-34-5 1-(2-nitrophenyl)-4-chloro-2-butene 
• 88-72-2 1-methyl-2-nitrobenzene 
• 1969-73-9 (2-nitrophenyl)acetaldehyde 
• 201486-50-2 (E)-N-[2-(2,2-Dimethoxy-ethyl)-phenyl]-3-phenyl-acrylamide 

Downstream Products

• 1360768-91-7 (2S,3S)-1'-methyl-3-phenyl-3H-spiro[furan-2,3'-indoline]-2',5(4H)-dione 
• 1374418-71-9 (2R,3R)-1'-methyl-3-phenyl-3H-spiro[furan-2,3'-indoline]-2',5(4H)-dione 
• 140-10-3 (E)-3-phenylacrylic acid 
• 14371-10-9 (E)-3-phenylpropenal 
• 103-26-4 Methyl cinnamate 

Relevant articles and documents

Oxidative organocatalytic chemoselective: N -acylation of heterocycles with aromatic and conjugated aldehydes

Selective acylation of indoles is cumbersome often involving the need for sensitive and reactive acyl chloride derivatives or coupling reagents. Here we report a mild, functional group tolerant and highly chemoselective oxidative carbene catalyzed N-acylation of indoles with aldehydes. The acylation has a broad substrate scope and is compatible with substituents on both the aldehyde and the indole reaction partner. Furthermore, aza-heterocycles such as pyrrole and indazole can also be used as nucleophiles in this reaction providing the corresponding amide congeners in good yield.

One-Pot Michael Addition/Radical Cyclization Reaction of N -Acryloyl Indoles

From N -acryloyl indoles, ten examples of 1,2-annulated indole products were generated in a one-pot procedure via a Michael addition and radical cyclization mediated by Mn(OAc) 3.

2-(2-aminophenyl)-acetaldehyde dimethyl acetal: A novel reagent for the protection of carboxylic acids

The synthesis and use of 2-(2-aminophenyl)-acetaldehyde dimethyl acetal 1 are described. The amides 2, derived from this amine and carboxylic acids, are stable under basic conditions and thus can be regarded as the protected carboxylic acids. The corresponding carboxylic acids are regenerated by conversion of 2 into indolylamides 3 by treatment with CSA and subsequent hydrolysis with LiOOH or NaOH. In addition, 3 can be easily converted to esters, amides, and aldehydes.