78450-02-9

Upstream product

• 332-77-4 2,5-dihydro-2,5-dimethoxyfuran 
• 104-94-9 4-methoxy-aniline 
• 30425-47-9 N-(4-methoxyphenyl)-2-pyrrolidinone 
• 71954-46-6 N-allyl-4-methoxyaniline 
• 340011-43-0 N-(4-methoxyphenyl)-3-(phenylsulfonyl)propanamide 
• 7766-37-2 N-(4-methoxyphenyl)acrylamide 

Downstream Products

• 174618-43-0 (S)-1-(4-methoxyphenyl)-4-phenylpyrrolidin-2-one 
• 174618-44-1 (R)-1-(4-methoxyphenyl)-4-phenylpyrrolidin-2-one 

Relevant academic research and scientific papers

Synthetic Exploration of α-Diazo γ-Butyrolactams

DIazo transfer reaction onto γ-butyrolactams (activated by α-ethyloxalylation) gave rare α-diazo γ-butyrolactams. Decomposition of the latter by Rh2(OAc)4 in the presence of alcohols and water gave products of O–H insertion of the respective metal-cabene species. Silver triflate (1 mol-%) was found to convert the γ-butyrolactams investigated into 1,5-dihydro-2H-pyrrol-2-ones which represent versatile building blocks. Particular instability was noted for α-diazo γ-butyrolactams bearing alkyl or o-substituted aryl substituents on the nitrogen atom. These were found to dimerize in solution or upon storage at room temperature to give fully conjugated bis-hydrazones along with the loss of a nitrogen molecule.

Iron-catalyzed aerobic C-H functionalization of pyrrolones

The aerobic oxidation of pyrrolones catalyzed by Fe(OTf)3 to form reactive N-acyliminium ion intermediates that undergo nucleophilic additions with alcohols to give the corresponding products in moderate to good yields is described.

Synthesis of nitrogen-containing heterocycles via ring-closing ene-ene and ene-yne metathesis reactions: An easy access to 1- and 2-benzazepine scaffolds and five- and six-membered lactams

Novel regioselective ring closing ene-yne metathesis provided an efficient access to different substituted 1-benzazepine scaffolds. The reported synthetic approach could also be used as a powerful tool for the selective formation of a highly functionaliza

PHENYL-SUBSTITUTED PYRROLIDONES

The present invention relates to phenyl-substituted pyrrolidones and compounds related to phenyl-substituted pyrrolidones. One use of these compounds is for the inhibition of viruses, e.g., HIV. The invention further relates to methods of malting these compounds, methods of identifying the efficacy of these compounds, and methods of using these compounds to inhibit or prevent HIV infection and related disease states such as AIDS.

SYNTHESIS OF ARYL PYRROLIDONES

The invention provides methods of asymmetrically synthesizing aryl pyrrolidones with high yield and high enantionmeric excess.

A new route to N-aryl 2-alkenamides, N-allyl N-aryl 2-alkenamides, and N-aryl α,β-unsaturated γ-lactams from N-aryl 3-(phenylsulfonyl)propanamides

A series of N-aryl 2-alkenamides were produced efficiently by treating N-aryl 3-(phenylsulfonyl)-propanamides with potassium tert-butoxide in THF at 0°C. Without isolation, it was further treated with an additional equivalent of potassium tert-butoxide and allyl bromide to give N-allyl N-aryl 2-alkenamides in one pot in good yields. Followed by a ring-closing metathesis reaction, these N-allyl N-aryl 2-alkenamides were respectively converted into corresponding N-aryl α,β-unsaturated γ-lactams in moderate yields.

SYNTHESIS OF 1-ARYL-3-PYRROLIN-2-ONE DERIVATIVES

1-Aryl-3-pyrrolin-2-one derivatives (6a-e) were obtained from the corresponding γ-bromoacetoacetanilide derivatives (1a-e) in the overall yields of 31-48percent through the reduction of the β-carbonyl group, acetylation of the hydroxyl group, and subseque