72475-35-5

Upstream product

• 5153-67-3 nitrostyrene 
• 17822-51-4 1-benzylidene-3-oxo-1-pyrazolidinium-2-ide 
• 72475-35-5 (5R,6R,7R)-6-Nitro-5,7-diphenyl-tetrahydro-pyrazolo[1,2-a]pyrazol-1-one 
• 72475-35-5 rac-(5S,6R,7S)-6-nitro-5,7-diphenyltetrahydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one 

Downstream Products

• 72475-35-5 (5R,6R,7R)-6-Nitro-5,7-diphenyl-tetrahydro-pyrazolo[1,2-a]pyrazol-1-one 
• 72475-35-5 rac-(5S,6R,7S)-6-nitro-5,7-diphenyltetrahydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one 

Relevant academic research and scientific papers

Catalyst-free and stereoselective synthesis of N,N-bicyclic pyrazolidinone derivatives

A catalyst-free and stereoselective cycloaddition of pyrazolidin-3-one- derived azomethine imine to trans-β-nitrostyrene is described, which allows versatile, efficient and highly enantioselective synthesis of N,N-bicyclic pyrazolidinone derivatives. Georg Thieme Verlag Stuttgart, New York.

1,3-DIPOLAR CYCLOADDITION OF PYRAZOLID 3-ONE AZOMETHINIMINES AND E-β-NITROSTYRENE - ELUCIDATION OF THE GENERATION OF SEEMINGLY "NON CISOID" ADDUCTS

Highly polar 1,3-dipoles like pyrazolid-3-one azomethinimines stereospecifically add polar dipolarophiles.A suggested "non cisoid" adduct of E-β-nitrostyrene is generated by epimerization at C-2, catalysed by Kieselgel 40 MERCK and small amounts of pyrazolid-3-one.

ARE ANY NON-STEREOSPECIFIC 1,3-DIPOLAR CYCLOADDITIONS KNOWN? A REVISION

The cycloaddition of 1-benzylidenepyrazolid-3-one betaine to (E)-β-nitrostyrene, which has been claimed to furnish 15-30percent non-stereospecific product, revealed stereospecificity up to 99.92percent in a renewed study; (Z)-β-nitrostyrene stereoisomerizes under the influence of the 1,3-dipole