103111-96-2

Upstream product

• 758640-21-0 N-Benzylaniline 
• 186789-61-7 N-benzyl-N-phenyl-α-(methoxycarbonyl)acetamide 
• 22085-94-5 (+/-)-trans-3-chloro-1,4-diphenyl-2-azetidinone 
• 538-51-2 benzylidene phenylamine 
• 22086-33-5 1,4-diphenyl-3-dichloro-azetidine-2-one 
• 922-67-8 propynoic acid methyl ester 
• 201024-81-9 C,N-diphenylnitrone 
• 67-56-1 methanol 
• 103112-06-7 (3R,4S)-2-Oxo-1,4-diphenyl-azetidine-3-carboxylic acid 
• 29834-36-4 trans-3-bromo-1,4-diphenylazetidin-2-one 

Relevant academic research and scientific papers

Palladium-catalysed intramolecular carbenoid insertion of α-diazo-α-(methoxycarbonyl)acetanilides for oxindole synthesis

A novel, selective palladium-catalysed carbenoid C(aryl)-H insertion of α-diazo-α-(methoxycarbonyl)acetanilides leading to oxindoles is described.

PPL-catalysed hydrolysis of 3,4-disubstituted β-lactams: Effect of chain length and stereochemistry on the enantioselectivity

3,4-Disubstituted β-lactam acetates 1a-15a have been subjected to PPL- catalysed hydrolysis. The stereochemical course of hydrolysis has been shown to depend upon the C3-C4 relative stereochemistry and the length of the chain bearing acetate functionality.

Copper-Catalyzed Reaction of Terminal Alkynes with Nitrones. Selective Synthesis of 1-Aza-1-buten-3-yne and 2-Azetidinone Derivatives

Reaction of arylacetylenes with C,N-diarylnitrones using a catalyst system of CuI-dppe (dppe = 1,2-bis(diphenylphosphino)ethane) in the presence of potassium carbonate in DMF predominantly affords the corresponding 1,2,4-triaryl-1-aza-1-buten-3-ynes in good yields.In contrast, the catalytic reaction using CuI in the presence of an excess amount of pyridine as the ligand gives 1,3,4-triaryl-2-azetidinones as the major products.The reaction with aliphatic terminal alkynes in place of arylacetylenes produces the latter products irrespective of the catalyst system used.Asymmetric induction is also observed in the reaction of phenylacetylene with α,N-diphenylnitrone to give 1,2,4-triphenyl-2-azetidinone in the presence of chiral bisoxazoline-type ligands.

Electrochemical Studies on β-Lactams. Part 1. Electroreduction of 3-Halogeno-β-lactams

The electrochemical reduction in aprotic solvents of 3-halogeno-β-lactams (1a-c) and (2a-c), with or without added proton donors or/and electrophiles, has been investigated.Without added substrates, the carbanion arising from the cleavage of the carbon-halogen bond undergoes protonation (mainly from the 'parent'molecule) and, completely, ring-opening reactions yielding the corresponding dehalogenated β-lactam and α,β-unsaturated amide.In the presence of proton donors (CH3CO2H) or electrophiles (CO2), the protonation and coupling reactions, respectively, become largely predominant, and the dehalogenated or carboxylated β-lactams are the main products.In the presence of BrCH2CH2CN the protonation reaction is preferred, and the dehalogenated β-lactam predominates over the substitution product.The high yields of 3-carboxy-β-lactams, a class of compounds not easily accessible by chemical methods, are noteworthy from a synthetic point of view.