439077-74-4

Upstream product

• 78-94-4 methyl vinyl ketone 
• 357417-22-2 N-(4-chlorobenzylidene)-4-methylbenzenesulfonamide 
• 3157-65-1 N-(p-chlorobenzylidene)-p-toluenesulfonamide 

Relevant academic research and scientific papers

Lewis base effects in the Baylis-Hillman reaction of imines with methyl vinyl ketone

In the Baylis-Hillman reaction of N-benzylidene-4-methyl-benzenesulfonamide with methyl vinyl ketone (MVK), we found that, in the presence of a catalytic amount of DMAP, PPh3 or DABCO as Lewis base, the Baylis-Hillman reaction can be greatly ac

Switchable pyrrole-based hydrogen bonding motif in enantioselective trifunctional organocatalysis

Pyrroles are versatile chemical motifs for molecular recognition or ligand design but their utility as catalytic components are underexplored. We incorporated a pyrrole motif into our acid-switchable, MAP-based trifunctional organocatalytic system. The sw

The Aza-Morita-Baylis-Hillman reaction: A mechanistic and kinetic study

The aza-Morita-Baylis-Hillman (aza-MBH) reaction has been studied in a variety of solvents, a selection of imine substrates and with various combinations of PPh3 and para-nitrophenol as the catalyst system. The measured kinetic data indicates that the effects of solvent and protic co-catalyst are strongly interdependent. These results are most easily reconciled with a mechanistic model involving the reversible protonation of zwitterionic intermediates in the catalytic cycle, which is also supported by 31P NMR spectroscopy and quantum chemical studies. Copyright

Aza-Morita-Baylis-Hillman reaction with ion-supported Ph3P

Various N-tosyl arylimines reacted with methyl vinyl ketone and ethyl vinyl ketone in the presence of ion-supported Ph3P A and B to give adducts, N-(2′-methylene-3′-oxo-1′-arylbutyl)-4- methylbenzenesulfonamides and N-(2′-methylene-3′-oxo-1′- a

The aza-Morita-Baylis-Hillman reaction of electronically and sterically deactivated substrates

The aza-Morita-Baylis-Hillman (azaMBH) reaction has been studied for electronically and sterically deactivated Michael acceptors. It is found that electronically deactivated systems can be converted with electron-rich phosphanes and pyridines as catalysts

Immobilized DMAP derivatives rivaling homogeneous DMAP

The copper-catalyzed Huisgen reaction between azides and alkynes was utilized to covalently attach derivatives of 4-(dimethylamino)pyridine (DMAP) to a polystyrene resin (PS) support. The catalytic potential of these constructs as determined in acylation and aza-Morita-Baylis-Hillman reactions far exceeds that of commercially available DMAP-PS resins and is fully competitive with DMAP in homogeneous solution. Immobilization of 3,4-diaminopyridine catalysts on polystyrene by using the copper-catalyzed Huisgen reaction allowed the preparation of new supported catalysts ofunprecedented catalytic activity in acylation and aza-Morita-Baylis-Hillman reactions. Copyright

A bifunctional spiro-type organocatalyst with high enantiocontrol: Application to the aza-Morita-Baylis-Hillman reactions

A unique spiro-type Bronsted acid-Lewis base organocatalyst has been developed. The new bifunctional organocatalyst promoted aza-Morita-Baylis- Hillman reactions to yield adducts with up to 98% ee.

First application of air-stable and reusable phosphine-containing calix[4]arene in catalytic aza-morita-baylis-hillman reaction

For the first time, the aza-Morita-Baylis-Hillman reaction of N-sulfonated imines with methyl vinyl ketone was catalyzed by 5,11,17,23-tetrabutyl-25- (diphenylphosphinomethoxy)-26,27,28-trihydroxycalix[4]arene (LB1), an air-stable, easily isolated and reu

Highly Efficient aza-Baylis-Hillman Reaction of N-Tosylated Imines with MVK, Acrolein, and Phenyl Acrylate or α-Naphthyl Acrylate: Lewis Base Effects and A Convenient Method to Synthesize α,β-Unsaturated β-Amino Carbonyl Compounds

This paper describes several highly efficient aza-Baylis-Hillman reactions of N-tosylated imines with MVK, acrolein, and phenyl acrylate or α-naphthyl acrylate in the presence of a Lewis base. In most cases, the reaction can be completed within 1 h using

Polymer-Supported Lewis Bases for the Baylis-Hillman Reaction

The use of polymer-supported Lewis bases such as PEG4600- (PPh2)2 and poly(DMAP) in the Baylis-Hillman reactions of N-tosylimines (ArCH=NTs) 1 or the corresponding arenecarbaldehydes with α,β-unsaturated ketones has been i