4226-74-8

Basic information

• Product Name: N,3,3-triphenylprop-2-enamide
• Synonyms: N,3,3-triphenylprop-2-enamide
• CAS NO: 4226-74-8
• Molecular Formula: C₂₁H₁₇NO
• Molecular Weight: 0
• Mol File: 4226-74-8.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 503°Cat760mmHg
• Flash Point: 305.8°C
• Appearance: /
• Density: 1.161g/cm³
• Vapor Pressure: 3.02E-10mmHg at 25°C
• Refractive Index: 1.653
• CAS DataBase Reference: N,3,3-triphenylprop-2-enamide(CAS DataBase Reference)
• NIST Chemistry Reference: N,3,3-triphenylprop-2-enamide(4226-74-8)
• EPA Substance Registry System: N,3,3-triphenylprop-2-enamide(4226-74-8)

Safety Data

• Hazardous Substances Data: 4226-74-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C21H17NO/c23-21(22-19-14-8-3-9-15-19)16-20(17-10-4-1-5-11-17)18-12-6-2-7-13-18/h1-16H,(H,22,23)

Upstream product

• 4456-79-5 3,3-diphenylacryloyl chloride 
• 62-53-3 aniline 
• 60-29-7 diethyl ether 
• 10026-13-8 phosphorus pentachloride 
• 65642-47-9 1,3,3-triphenyl-propenone oxime 
• 858446-22-7 3,3,3-triphenyl-propionohydroxamic acid 
• 536-74-3 phenylacetylene 
• 1522-13-0 1,1,3-triphenylprop-2-yn-1-ol 
• 5467-43-6 1,3,3-triphenylpropyne 
• 71-43-2 benzene 
• 59983-62-9 Li{(CH₂)(CH₂)P(C₆H₅)2} 
• 1017-88-5 dimethyldiphenylphosphonium iodide 
• 126399-26-6 2,3,3-triphenyl-4-formylisoxazolidine 
• 119-61-9 benzophenone 

Downstream Products

• 14354-89-3 4,4-diphenyl-3,4-dihydroquinolin-2(1H)-one 
• 32870-22-7 1,4-diphenyl-1H-quinolin-2-one 
• 5855-57-2 4-phenyl-2-quinolinone 

Relevant articles and documents

Visible-Light Induced C(sp2)?H Amidation with an Aryl–Alkyl σ-Bond Relocation via Redox-Neutral Radical–Polar Crossover

We report an approach for the intramolecular C(sp2)?H amidation of N-acyloxyamides under photoredox conditions to produce δ-benzolactams with an aryl-alkyl σ-bond relocation. Computational studies on the designed reductive single electron transfer strategy led us to identify N-[3,5-bis(trifluoromethyl)benzoyl] group as the most effective amidyl radical precursor. Upon the formation of an azaspirocyclic radical intermediate by the selective ipso-addition with outcompeting an ortho-attack, radical–polar crossover was then rationalized to lead to the rearomative ring-expansion with preferential C?C bond migration.

TMSCl-mediated synthesis of α,β-unsaturated amides via C-C bond cleavage and C-N bond formation of propargyl alcohols with trimethylsilyl azide

A new method with high efficiency for the synthesis of α,β- unsaturated amides from the easily prepared propargyl alcohols and TMSN 3 using TMSCl as an acid promoter is developed. A wide variety of α,β-unsaturated amides were produced in moderate to excellent yields. Mechanistic studies indicate that this transformation involves TMSCl-mediated allenylazide intermediate formation, C-C bond cleavage, and C-N bond formation. Significantly, this reaction shows good functional group compatibility and high regioselectivity, with a relatively short reaction time and inexpensive reagents.

Palladium-catalyzed intramolecular amidation of C(sp2)-H bonds: Synthesis of 4-aryl-2-quinolinones

Figure presented A catalytic synthetic approach for the synthesis of 2-quinolinone compounds through a Pd-catalyzed C(sp2)-H functionalization/intramolecular amidation sequence is described. The cyclization process efficiently proceeds in the p