949013-80-3

Basic information

• Product Name: 3-phenyl-1-pyrrol-1-yl-2-propen-1-one
• Synonyms: 3-phenyl-1-pyrrol-1-yl-2-propen-1-one
• CAS NO: 949013-80-3
• Molecular Weight: 197.236
• Mol File: 949013-80-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 3-phenyl-1-pyrrol-1-yl-2-propen-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-phenyl-1-pyrrol-1-yl-2-propen-1-one(949013-80-3)
• EPA Substance Registry System: 3-phenyl-1-pyrrol-1-yl-2-propen-1-one(949013-80-3)

Safety Data

• Hazardous Substances Data: 949013-80-3(Hazardous Substances Data)

Upstream product

• 95525-44-3 N-chloroacetyl pyrrole 
• 54582-33-1 1,1'-carbonyldiimidazole 
• 100-52-7 benzaldehyde 
• 627546-31-0 1-(1H-pyrrol-1-yl)-2-(triphenylphosphoranylidene)ethanone 
• 696-59-3 cis,trans-2,5-dimethoxytetrahydrofuran 
• 621-79-4 cinnamamide 

Downstream Products

• 5411-12-1 (2S,3R)-phenyl(3-phenyloxiran-2-yl)methanone 
• 1201762-07-3 (S)-diethyl 1-phenyl-3-oxo-3-pyrrol-1-yl-propylphosphonate 
• 1221726-93-7 (S)-3-(dibutylphosphoryl)-3-phenyl-1-pyrrol-1-yl-propan-1-one 
• 1221726-94-8 (S)-3-(dipropylphosphoryl)-3-phenyl-1-pyrrol-1-yl-propan-1-one 
• 1221726-75-5 (S)-3-(diethylphosphoryl)-3-phenyl-1-pyrrol-1-yl-propan-1-one 
• 1221726-95-9 (S)-3-(diallylphosphoryl)-3-phenyl-1-pyrrol-1-yl-propan-1-one 
• 1274835-67-4 3-phenyl-1-(1H-pyrrol-1-yl)-4-(quinolin-2-yl)butan-1-one 
• 1274835-69-6 ethyl 3-phenyl-4-(quinolin-2-yl)butanoate 
• 1274835-71-0 3-phenyl-1-(pyrrolidin-1-yl)-4-(quinolin-2-yl)butan-1-one 
• 1274835-73-2 (E)-ethyl 5-phenyl-6-(quinolin-2-yl)hex-2-enoate 
• 1357089-04-3 2-phenyl-3-(pyrrole-1-carbonyl)-2H-quinoline-1-carboxylic acid benzyl ester 
• 192372-08-0 C₂₆H₂₈NOP 
• 192371-97-4 C₂₆H₂₈NOPS 
• 216863-12-6 C₂₆H₃₀NO₂PS 

Relevant articles and documents

The intramolecular Morita-Baylis-Hillman-type alkylation reaction

From the initial development of a homologous Morita-Baylis-Hillman reaction utilizing epoxides as electrophiles, the method was expanded to enable the exclusively organocatalyzed intramolecular allylation of enones and to develop the intramolecular MBH-type alkylation of activated alkenes. We successfully utilized both enones and unsaturated thioesters as the activated alkene component. This work, carried out using stoichiometric amounts of the trialkylphosphine, gave an array of functionalized five- and six-membered carbocycles in high yields. With the cycloalkylation of enones and thioesters, conditions that allowed the use of substoichometric amounts of the phosphine catalyst were developed. As a result both five- and six-membered rings can be formed efficiently with little to no loss in yield upon comparison to yields obtained when stoichiometric amounts of trialkylphosphines were employed. We isolated, for the first time, an MBH-type intermediate exhibiting unprecedented trans geometry of the phosphonium salt and acyl group.

A convenient synthesis of N-acylpyrroles from primary aromatic amides

Synthesis of N-acylpyrroles in 45-85% isolated yield from primary aromatic amides and excess 2,5-dimethoxytetrahydrofuran in presence of one equivalent of thionyl chloride is reported. This method has several advantages including short reaction times, mild reaction conditions, and easy workup. The technique works particularly well for deactivated aromatic amides.