111663-86-6

Upstream product

• 103-82-2 phenylacetic acid 
• 2362-77-8 (4-methylbenzylidene)phenylamine 
• 19865-55-5 N-(4-methylbenzylidene)aniline oxide 
• 536-74-3 phenylacetylene 
• 201230-82-2 carbon monoxide 
• 100-44-7 benzyl chloride 
• 3282-32-4 2-diazo-acetophenone 
• 103-80-0 phenylacetyl chloride 
• 98-09-9 benzenesulfonyl chloride 
• 19865-55-5 (Z)-N-(4-methylbenzylidene)aniline oxide 

Relevant academic research and scientific papers

Carbocation catalyzed carboxylic acid activation in Staudinger reaction for stereoselective synthesis of β-lactams

A novel strategy to synthesize stereoselective β-lactams has been disclosed via cyclopropenium-ion-catalyzed reaction of substituted acetic acids with aldimines under mild conditions. Products are formed in high yields (86–95%) and good diastereoselectivi

Tris(oxazoline)/copper-catalyzed coupling of alkynes with nitrones: A highly enantioselective access to β-lactams

Chiral tris(oxazoline)/Cu(I) complexes are demonstrated as a type of efficient catalysts for the asymmetric Kinugasa reaction of terminal alkynes with C-arylnitrones, providing a highly enantio- and diastereoselective access to optically active β-lactams.

Stereoselective synthesis of trans β-lactams via palladium/N- heterocyclic carbene-catalyzed carbonylative [2+2] cycloaddition

The carbonylative [2+2] cycloaddition of benzyl chlorides and allyl derivatives with imines and CO for synthesis of β-lactam is effectively catalyzed by palladium/N-heterocyclic carbene complex. The desired β-lactam could be obtained in good to excellent yields (61-96%) with excellent regioselectivities (trans/cis > 95:5) and chiral lactams could be obtained with moderate diastereoselectivities. The KIE experimental studies have revealed that the C-H cleavage is most likely to be the rate-limiting step for the carbonylative cycloaddition.

Studies of multicomponent Kinugasa reactions in aqueous media

Micelle-promoted, copper-catalyzed multicomponent Kinugasa reactions were studied in aqueous media. Reactions were performed in a 'single pot' for a series of in situ generated C,N-diphenylnitrones with Cu(I) phenylacetylide providing β-lactams in yields of 45-85%. Substituents affect the reaction by either accelerating cycloaddition or minimizing side reactions.

Trisoxazoline/Cu(II)-promoted Kinugasa reaction. Enantioselective synthesis of β-lactams

The reactions of nitrones with terminal alkynes, catalyzed by chiral iPr-trisoxazoline 23/Cu(ClO4)2·6H 2O under air atmosphere, afforded β-lactams in moderate to good yields with up to 85% ee. The diastereoselec

Synthesis and antimicrobial activity of 1,3,4-triaryl-2-azetidinones

A set of substituted 1,3,4-triaryl-2-azetidinones were synthesized and characterized. Their antimicrobial activity, against Gram+ and Gram- bacteria and Fungi, was tested. The compounds 23 and 30 showed remarkable activity against Pseudomonas aeruginosa.

On the azetidin-2-one ring formation. A 1H NMR investigation

Azetidin-2-ones were prepared by addition of phenylacetic acid chloride to substituted benzal-anilines in DMF. The effect of temperature and substituents at the benzal-anilines on the reaction mechanism was investigated carrying out the reaction in DMF d7 in an NMR probe of a Bruker 400-MHz spectrometer at 25 and 60°C. Proton signals, arising from two kinds of intermediates a 2-phenyl-N-(α-chlorobenzyl)-acetanilide (6) and a nitrogen-charged adduct (7) suggest that two competitive mechanisms play a role in the formation of trans and cis azetidin-2-ones.