36061-91-3

Upstream product

• 36061-89-9 β-(4'-Chlorphenyl)-4-methylbenzhydrazid 
• 2829-25-6 4-methylbenzaldehyde phenylhydrazone 

Downstream Products

• 1111748-05-0 methyl 1-(4-chlorophenyl)-5-(2-nitrobenzyl)-3-(4-methylphenyl)-4,5-dihydro-1H-pyrazole-5-carboxylate 
• 36583-98-9 C₁₆H₁₈ClN₃ 

Relevant academic research and scientific papers

Straightforward strategy for the stereoselective synthesis of spiro-fused (C-5)isoxazolino- or (C-3)pyrazolino-(C-3)quinolin-2-ones from Baylis-Hillman adducts by 1,3-dipolar cycloaddition and reductive cyclization

A straightforward and general approach for the stereoselective synthesis of spiro-fused (C-5)isoxazolino- or (C-3)pyrazolino-(C-3)quinolin-2-ones from the adducts offorded from the Baylis-Hillman reaction of 2-nitrobenzaldehyde and ethyl acrylate by sequential 1,3-dipolar cycloaddition and reductive cyclization is presented. It was found that the reductive cyclization of the isoxazoline derivatives proceeded efficiently in the presence of In/HCl, whereas similar reductions of pyrazolines gave better yields when carried out in the presence of an Fe/AcOH mixture. However, similar attempts employing the Baylis-Hillman adduct of 2-nitrobenzaldehyde and methyl vinyl ketone did not yield the desired compounds. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.