Novel Reaction of Nitrosonium(NO^+) with Hantzsch Dihydropyridines

The oxidation on 1,4-substituted Hantzsch 1,4-dihydropyridines with nitrosonium tetrafluoroborate (NO+BF4-) in acetonitrile gave Hantzsch pyridines in good yields. In some cases the dealkylation occurred. The evidences to draw the mechanism were presented.

Novel Reaction of Nitroxide with Hantzsch Dihydropyridines

4-oxo-2, 2, 6, 6-tetramethylpiperidinyl-1-oxy radical (TEMPO), a nitroxide, oxidized 4-substituted Hantzsch 1,4-dihydropyridines (DHP) under UV irradiation in CH3CN to give aromatic products in good yields. A possible mechanism for the oxidation was suggested.

Highly Efficient, One Pot Synthesis and Oxidation of Hantsch 1,4-Dihydropyridines Mediated by Iodobenzene Diacetate (III) Using Conventional Heating, Ultrasonic and Microwave Irradiation

A mild, general, convenient, and efficient one-pot synthesis of 4-arylpyridines (4) is described using conventional heating, ultrasound and microwave irradiation. Aryl aldehydes (2) were efficiently condensed with ethylacetoacetate (1) and ammonium acetate in acetonitrile to give dihydropyridine intermediates (4). The latter underwent a smooth Iodobenzene Diacetate (III) mediated aromatization reaction in the same pot to afford 4-arylpyridines (4) in good to excellent yields.

Diketene-based neat four-component synthesis of the dihydropyrimidinones and dihydropyridine backbones using silica sulfuric acid(SSA)

Heterocyclic skeleton building blocks to afford dihydropyrimidinones and dihydropyridines based on neat adducts of diketene, alcohols and aldehydes via silica sulfuric acid （SSA） catalyzed ring opening of diketene in four-component Biginelli-type and Hantzsch-type reactions are presented.

Multicomponent synthesis of dihydropyridines catalyzed by L-proline

Multicomponent synthesis of mono and bis 4-substituted-1,4-dihydropyridines from aldehydes,dimedone and ammonium acetate in the presence of an efficient recyclable catalyst,L-proline,in high yield and short reaction time is reported.

Synthesis of Dihydroisoquinoline and Dihydropyridine Derivatives via Asymmetric Dearomative Three-Component Reaction

We report the first asymmetric three-component nucleophilic addition/dearomative[4+2]cycloaddition/isomerization cascade of transient dipoles generated from N-heteroarenes and allenoates with methyleneindolinones in the presence of chiral N,N′-dioxide/metal complexes.This tandem reaction enabled rapid access to versatile chiral polycyclic N-heterocycles with good to excellent enantioselectivities under mild reaction conditions in spite of the strong background reaction,including 1,2-dihydroisoquinoline,1,2-dihydropyridine derivatives,and others.Meanwhile,a series of control experiments were conducted to elucidate the reaction mechanism and the roles of additives.

Synthesis and relaxivity of Gd(Ⅲ), Fe(Ⅲ) and Mn(Ⅱ) complexes with dihydropyridine derivative of diethvlenetriaminepentaacetic acid

A novel ligand of DTPA-dihydropyridine derivative was synthesized by reaction of DTPA-dianhydride with 4-aniline-1,4-dihydropyridine. Its complexes of gadolinium, manganese and iron were prepared. Their spin-lattice relaxivities (T1) were investigated. The results show that the NMR T1 relaxivitives (R1) for complexes of Fe(Ⅲ), Mn(Ⅱ) are less than that of Gd(Ⅲ) complex,which has a high relaxivity (R1) on the surrounding water protons, indicating that the Gd(Ⅲ) complex possesses the precondition to be contrast agents for magnetic resonance imaging.

二氧化锡纳米粒子催化四组分Hantzsch缩合合成多氢喹啉衍生物(英文)

Tin dioxide (SnO2 ) nanoparticles efficiently catalyzed unsymmetrical four-component Hantzsch condensations of various aldehydes, dimedone, ethyl acetoacetate, and ammonium acetate to form polyhydroquinoline derivatives in excellent yields. This novel method offers several advantages over the traditional method of synthesizing these compounds, including safety, mild conditions, short reaction times, high yields, and an easy workup.

Three-component Reaction of Aromatic Aldehyde,Malononitrile and Aliphatic Amine Leading to Different Pyridine Derivatives

The three-component reaction of aromatic aldehyde,malononitrile and aliphatic amine in a mixed solvent of methanol and water exhibited very interesting molecular diversity and gave the derivatives of polysubstituted N-methyldihydropyridines,2-dialkylaminopyridines and 2-methoxypyridines as main products according to the structure of aliphatic amines used.

Catalyst-free electrochemical dearomatization of pyridine derivatives

We demonstrated herein an electrochemical dearomatizative alkylation of Katritzky salts,wherein Katritzky salts were harnessed as both radical acceptors and donors.A wide range of privileged dihydropyridine scaffolds was constructed with good to excellent yields.Cyclic voltammetry(CV)and electron paramagnetic resonance(EPR)results confirmed the key intermediates-dihydropyridine radicals and gram-scale reaction highlighted the practical and sustainable feature of the newly developed protocol.