37875-78-8

Upstream product

• 14369-81-4 ethyl 2,3-butadienoate 
• 953-21-9 (1E,2E)-N,3-diphenylprop-2-en-1-imine 
• 14371-10-9 (E)-3-phenylpropenal 
• 6287-35-0 3-phenylaminobut-2-enoic acid ethyl ester 
• 141-97-9 ethyl acetoacetate 
• 62-53-3 aniline 
• 104-55-2 3-phenyl-propenal 
• 953-21-9 N-phenylcinnamaldimine 

Relevant academic research and scientific papers

Lewis acid-catalyzed sequential transformations: Straightforward preparation of functional dihydropyridines

Lewis acids catalyze the addition of β-enaminoacrylates or β-enaminones to α,β-unsaturated aldehydes leading to substituted dihydropyridines in high yields under mild reaction conditions.

A new three-component domino synthesis of 1,4-dihydropyridines

Cerium ammonium nitrate (CAN) catalyzed the three-component domino reaction between aromatic amines, α,β-unsaturated aldehydes, and ethyl acetoacetate, providing an efficient new entry into 1,4-dihydropyridines. This new reaction requires very mild reaction conditions, has water as the only side product and is complementary to the classical Hantzsch synthesis in that it is well suited to the preparation of N-aryl-5,6-unsubstituted dihydropyridines. Experiments in the presence of a radical trap suggest that a one-electron oxidative mechanism can be excluded and that CAN acts as a Lewis acid.

A mild route for one pot synthesis of 5,6-unsubstituted 1,4-dihydropyridines catalyzed by sulphated mixed metal oxides

Synthesis of 1,4-dihydropyridines via a four component one pot reaction starting from α,β-unsaturated aldehyde, β-keto ester, amine and alcohol, catalysed by SO42-/CexZr 1-xO2 is explored. The method has several advantages such as reusability of catalyst, avoidance of a multistep procedure and readily available starting materials. The protocol gives high to moderate yields for structurally diverse amines, β-keto esters and α,β-unsaturated aldehydes. SO42-/CexZr1-xO 2 (x = 0.02-0.15 mol%) catalysts were prepared and characterized by various analytical techniques such as XRD, FT-IR, TGA-DSC, SEM-EDAX and the total acidity.

An eficient one-pot synthesis of 1,4-dihydropyridines catalyzed by magnetic nanocrystalline Fe3O4

An efficient approach for one-pot three-component reaction of aromatic amines, α,β-unsaturated aldehydes and β-keto esters using magnetic nanocrystalline Fe3O4 as a catalyst has been described. The corresponding 1,4-dihydropyridines

Silica-supported perchloric acid catalyzed one-pot synthesis of 1,4-dihydropyridines

An environmentally friendly and highly efficient procedure for the preparation of 1,4-dihydropyridines by the reaction between α,β- unsaturated aldehydes, aromatic amines and β-keto esters in the presence of silica supported perchloric acid is described.

Synthesis and biological evaluation of N-aryl-1,4-dihydropyridines as novel antidyslipidemic and antioxidant agents

N-aryl-1,4-dihydropyridines 2a-n were synthesized via iodine catalyzed three-component reaction of cinnamaldehydes, anilines and 2-keto esters in methanol. The synthesized compounds were screened for their antidyslipidemic and antioxidant activity in vivo

Tungstophosphoric acid supported on titania as an eco-friendly, green and reusable catalyst for the solvent-free hantzsch multi-component condensation

Tungstophosphoric acid supported on titania (PW/TiO2), catalyzed three and four component coupling of various β-dicarbonyl compounds, aldehydes and amines under solvent free conditions. Different 4-aryl, N-hydroxy ethyl and N-aryl substituted 1

Organocatalysed three-component domino synthesis of 1,4-dihydropyridines under solvent free conditions

An organocatalysed protocol for one-pot synthesis of 1,4-dihydropyridines via three-component coupling of cinnamaldehyde, aniline and β-keto esters under solvent free conditions at ambient temperature is reported. The reaction is generally very fast and the products are obtained in high yield. The catalytic activity of small organic molecules like amino acids (acidic, basic and neutral), ephedrine and cinchona alkaloids was studied.

Sulfonic acid functionalized silica: An efficient heterogeneous catalyst for a three-component synthesis of 1,4-dihydropyridines under solvent-free conditions

Sulfonic acid functionalized silica catalyzed the three-component reaction of aromatic amines, α,β -unsaturated aldehydes and β-keto esters forming the corresponding 1,4-dihydropyridines in short reaction times and in high yields.

Magnesium perchlorate as efficient Lewis acid: A simple and convenient route to 1,4-dihydropyridines

A new protocol for the synthesis of various 1,2,3,4-tetrasubstituted 1,4-dihydropyridines from enamino or carbonylic derivatives promoted by Mg(ClO4)2 is presented. Georg Thieme Verlag Stuttgart.