133595-50-3

Upstream product

• 14371-10-9 (E)-3-phenylpropenal 
• 14205-39-1 methyl (E)-3-aminocrotonate 
• 105-45-3 acetoacetic acid methyl ester 
• 104-55-2 3-phenyl-propenal 

Downstream Products

• 133595-51-4 2,6-Dimethyl-4-((E)-styryl)-pyridine-3,5-dicarboxylic acid dimethyl ester 

Relevant academic research and scientific papers

Reaction of N-vinylic phosphazenes with α,β-unsaturated aldehydes. Azatriene-mediated synthesis of dihydropyridines and pyridines derived from β-amino acids

Aza-Wittig reaction of N-vinylic phosphazenes (1,2 addition), derived from diphenylmethylphosphine or derived from trimethylphosphine with α,β-unsaturated aldehydes, leads to the formation of 3-azatrienes through a [2 + 2]-cycloaddition-cycloreversion sequence. The presence of an alkyl substituent in position 3 of N-vinylic phosphazenes increases the steric interactions, and [4 + 2] periselectivity (1,4 addition) is observed. Reaction of azatrienes with α,β-unsaturated aldehydes yields pyridines.

Method for synthesizing 1,4-dihydropyridines derivatives

The invention relates to a method for synthesizing 1,4-dihydropyridines derivatives. According to the method, a fluorescence-marked nonmetal organic boron-nitrogen lewis acid-alkali dual-functional complex is used as a catalyst, so that the pollution of heavy metals is effectively avoided; the catalyst can be recycled, and a residual amount of the catalyst in a product can be rapidly detected; and the source of raw materials is wide, the target yield is close to 100 percent, the reaction process is a homogenous reaction, and a product is obtained by virtue of chromatographic separation. The whole reaction system can be directly amplified, and the industrialization prospect is significant.

Synthesis of 3,4-dihydropyrimidin-2(1H)-ones and 1,4-dihydropyridines using ammonium carbonate in water

Various known and new 3,4-dihydropyrimidin-2(1H)-ones and 1,4-dihydropyridines are prepared efficiently via Biginelli and Hantzsch reactions using ammonium carbonate in water. Competition between Biginelli and Hantzsch reactions is observed with pyridine carbaldehydes. Using this methodology, Hantzsch esters are synthesized in higher yields and purities than with other procedures without the use of a catalyst or an organic solvent.

Covalently anchored sulfonic acid on silica gel as an efficient and reusable heterogeneous catalyst for the one-pot synthesis of Hantzsch 1,4-dihydropyridines under solvent-free conditions

A highly efficient one-pot synthesis of Hantzsch 1,4-dihydropyridines under solvent-free conditions catalyzed by sulfonic acid covalently anchored onto the surface of silica gel is reported here. All types of aldehydes, including aromatic, unsaturated, and heterocyclic aldehydes, gave excellent yields. The silica gel/sulfonic acid catalyst (SiO2-SO3H) is completely heterogeneous and can be recycled for eight consecutive runs without significant loss of activity. Georg Thieme Verlag Stuttgart.

'In situ' generated 'HCl' - An efficient catalyst for solvent-free Hantzsch reaction at room temperature: Synthesis of new dihydropyridine glycoconjugates

HCl, generated in situ from 2,4,6-trichloro[1,3,5]triazine (TCT, cyanuric chloride), catalyzed a solvent free Hantzsch reaction at room temperature with enhanced reaction rates. The reaction conditions allow facile preparation of glycoconjugates of dihydr

Synthesis of spin-labelled 1,4-dihydropyridines and pyridines

1,4-Dihydropyridines spin-labelled with 5- and 6-membered nitroxyl radicals in positions 1-4 of the pyridine ring were synthesized. The oxidation of these dihydropyridines to pyridines with active manganese dioxide was investigated.