5578-98-3

Upstream product

• 98-83-9 isopropenylbenzene 
• 1610701-40-0 methyl 4-(4-chlorophenyl)-4-nitropentanoate 
• 29342-34-5 1-(4-chlorophenyl)-1-nitroethane 
• 106-39-8 bromochlorobenzene 
• 76403-39-9 (4-Hydroxy-1-methyl-1-phenyl-butyl)-carbamic acid methyl ester 
• 76403-33-3 (1-Methyl-1-phenyl-but-3-enyl)-carbamic acid methyl ester 
• 76403-20-8 (1-Isocyanato-1-methyl-but-3-enyl)-benzene 
• 76403-44-6 2-Methyl-5-oxo-2-phenyl-pyrrolidine-1-carboxylic acid methyl ester 

Relevant academic research and scientific papers

Copper-Catalyzed Three-Component Carboazidation of Alkenes with Acetonitrile and Sodium Azide

A copper-catalyzed three-component reaction of alkenes, acetonitrile, and sodium azide afforded γ-azido alkyl nitriles by formation of one C(sp3)?C(sp3) bond and one C(sp3)?N bond. The transformation allows concomitant introduction of two highly versatile groups (CN and N3) across the double bond. A sequence involving the copper-mediated generation of a cyanomethyl radical and its subsequent addition to an alkene, and a C(sp3)?N bond formation accounted for the reaction outcome. The resulting γ-azido alkyl nitrile can be easily converted into 1,4-diamines, γ-amino nitriles, γ-azido esters, and γ-lactams of significant synthetic value.

Synthesis of 5-alkyl-5-aryl-γ-lactams from 1-aryl-substituted nitroalkanes and methyl acrylate via Michael addition and reductive lactamization

A general method for accessing 5-alkyl-5-aryl-γ-lactams has been developed using readily available aryl bromides, nitroalkanes, and methyl acrylate as the starting materials. The palladium-catalyzed arylation of nitroalkanes gave the 1-aryl-substituted nitroalkanes, which underwent the DBU-mediated Michael addition with methyl acrylate at room temperature to afford the methyl 4-aryl-4-nitroalkanoates. The latter were then subjected to the nitro reduction using NaBH4-NiCl2·6H2O in MeOH at 0 °C to furnish, after treatment with aqueous K 2CO3 at room temperature, the 5-alkyl-5-aryl-γ- lactams in good to excellent overall yields. Selected examples of N-alkylation of the γ-lactams were also illustrated.

An Efficient and General Synthesis of 5-Substituted Pyrrolidinones

2-Pyrrolidinone derivatives are widespread materials of considerable laboratory and commercial importance.In spite of this, there is no generally useful synthesis of either symmetrically or unsymmetrically 5,5-disubstituted derivatives.This is particularl