439077-72-2

Upstream product

• 75159-10-3 N-(4-methylbenzylidene)-p-toluenesulfonamide 
• 78-94-4 methyl vinyl ketone 
• 75159-10-3 (E)-N-4-methylbenzylidene-4-toluenesulfonamide 

Relevant academic research and scientific papers

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

2-(Diphenylphosphino)benzoyl-substituted calix[4]arene: Efficient organocatalyst in aza-Morita-Baylis-Hillman reaction of N-sulfonated imines with methyl vinyl ketone

A novel bifunctional organocatalyst 5,11,17,23-tetra-butyl-25-[2- (diphenylphosphino)benzoate]-26,27,28-trihydroxycalix-[4]arene (LB3) was synthesized and applied to promote the aza-Morita-Baylis-Hillman (aza-MBH) reaction of N-sulfonated im-ines with met

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

Organocatalytic tandem three-component reaction of imine, alkyl vinyl ketone, and imide via aza-baylis-hillman reaction

A highly chemoselective PPh3-catalyzed three-component reaction of an imine, alkyl vinyl ketone, and phthalimide or succinimide is developed. Various highly functional adducts with high diastereoselectivities can be generated via aza-Morita-Baylis-Hillman reactions of aryl-substituted imines and alkyl vinyl ketones followed by Michael additions of imides and then epimerization.

1,3,5-triaza-7-phosphaadamantane (PTA): A practical and versatile nucleophilic phosphine organocatalyst

In this paper, the air-stable and readily available 1,3,5-triaza-7- phosphaadmantane (PTA) is reported as a practical and versatile nucleophilic phosphine organocatalyst. Under the mediation of 15-30 mol% of PTA, various electrophiles like aldehydes and i

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

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