15966-85-5

Upstream product

• 6270-17-3 ethyl 3-benzoylpropanoate 
• 2051-95-8 succinylbenzene 
• 1955-39-1 5-phenyl-3H-furan-2-one 

Downstream Products

• 22050-10-8 (+/-)-5-phenyl-2-pyrrolidinone 
• 71569-09-0 3-furfurylidene-5-phenyl-1,3-dihydro-pyrrol-2-one 

Relevant academic research and scientific papers

Synthesis and structure of 5-alkyl(aryl)pyrrol-2-ones

The animation of 4-oxoalkanoic acids and their esters by the action of ammonia and ammonium acetate leads to the formation of N-unsubstituted 5-alkyl(aryl)pyrrol-2-ones, which exist in solution in the form of a mixture of isomers in a ratio depending on the nature of the substituent at position 5 of the heterocycle.

Direct Synthesis of Chiral NH Lactams via Ru-Catalyzed Asymmetric Reductive Amination/Cyclization Cascade of Keto Acids/Esters

Lactams with a stereogenic center adjacent to the N atom have existed in many medicinal agents and bioactive alkaloids. Herein we report a broadly applicable synthesis of enantioenriched NH lactams through a one-pot asymmetric reductive amination/cyclization sequence of easily available keto acids/esters. Such cascade processes alleviate the demand for protecting group manipulations as well as intermediate purification. This strategy is capable of constructing enantioenriched lactams and benzo-lactams of a five-, six-, or seven-membered ring in generally high yield and with excellent enantioselectivities (up to 97% ee). Scalable and concise syntheses of key drug intermediates have further displayed the importance of this methodology.

Facile synthesis of 2-arylpyrroles from 4-oxo-butanoic acids and their use in the preparation of bis(pyrrolyl)methanes

A range of 3-aroyl-propionic acids have been cyclised to unsaturated lactones which, upon reduction using DIBAL-H and reaction with an ammonia source, gave 2-arylpyrroles (Ar = Ph, 1-naphthyl, o-phenoxyphenyl and 4-methyl-2-methylsulfanylphenyl) in excellent yields. Reaction of 2,6-disubstituted aroylpropanals (Ar = 2,4,6-Me3C6H2, anthracenyl and 2-Me-naphthalen-1-yl) with an ammonia source failed to generate pyrroles. The arylpyrroles react readily with ketones or aldehydes in ethanol or under eutectic mix melt conditions to give bis-(pyrrolyl)methanes in excellent isolated yields.

One-pot synthesis of ene-lactams via N-debenzylation of keto-containing N-2,4-dimethoxylbenzylamides

A general method of ene-lactam preparation is described. Ene-lactams can be prepared efficiently from keto-containing N-2,4-dimethoxylbenzylamides in good to excellent yields. This method is applicable for the preparation of substituted δ-, γ-, and ε-ene-lactams and bicyclic ene-lactams.