130734-36-0Relevant academic research and scientific papers
Oxygen-bridged Tetrahydropyridines, Hexahydropyridines, and Dihydropyridones via a Hantzsch-like Synthesis with 4-(2-Hydroxyphenyl)but-3-en-2-one
Svetlik, Jan,Goljer, Igor,Turecek, Frantisek
, p. 1315 - 1318 (1990)
Substituted oxygen-bridged tetrahydro-2-pyridones and tetrahydropyridines (4) and (7) were synthesized by condensation of 4-(2-hydroxyphenyl)but-3-en-2-one (1) with Meldrum's acid (2) and 3-aminocrotononitrile, respectively, in the presence of ammonium ac
Structural study of 3,4-dihydropyridones and furo[3,4-b]-2(1H)-pyridones as potential calcium channel modulators
Ochoa, Estael,Suarez, Margarita,Verdecia, Yamila,Pita, Beatriz,Martin, Nazario,Quinteiro, Margarita,Seoane, Carlos,Soto, Jose L.,Duque, Julio,Pomes, Ramon
, p. 12409 - 12420 (1998)
A structural study of 4-aryl substituted 5-alkoxycarbonyl-6-methyl-3,4- dihydropyridones (4a-d) and hexahydrofuro-[3,4-b]-2-(1H)-pyridones (5a-d) has been carried out using X-ray analyses, semiempirical (AM1) calculations, NOE experiments and coupling con
Solvent-free synthesis of 4-aryl substituted 5-alkoxycarbonyl-6-methyl-3,4-dihydropyridones under microwave irradiation
Rodríguez, Hortensia,Suarez, Margarita,Pérez, Rolando,Petit, Alain,Loupy, André
, p. 3709 - 3712 (2003)
4-Aryl substituted 5-alkoxycarbonyl-6-methyl-3,4-dihydropyridones have been prepared in one-pot condensation from Meldrum's acid, methyl acetoacetate and the appropriate benzaldehyde in the presence of ammonium acetate using microwave irradiation without
Systematic study on acylation of methyl 3-aminocrotonate with acid chlorides of aliphatic, aromatic and α, β-unsaturated acids: A comparative evaluation of the preference for regio- And stereoselectivity vis-à-vis 3-aminocrotononitrile
Mukherjee, Attreyee,Mahalanabis, Kumar K.
, p. 291 - 302 (2021/09/28)
Acylation of methyl 3-aminocrotonate 1a in benzene with a variety of aliphatic and aromatic acid chlorides including α, β-unsaturated acid chloride in the presence of an added organic base, (either pyridine or triethylamine) is reported. The preferred N, C-site selectivity in these reactions has been compared with the terminal selectivity of the products obtained previously on acylation of methyl 3-aminocrotononitrile 1b. A strong preference either for N- or C- selectivity in N, C-acylation has been observed for both 1a and 1b based on the choice of acid chlorides and added organic base. Interestingly, irrespective of the enamine 1a or 1b, acylation with α, β-unsaturated acid chlorides in the presence of triethylamine afforded 3,4-dihydropyridin-(2H)-one via [3.3] sigmatropic rearrangement of the corresponding intermediary N(E)-enamide. Accrued results show methyl 3-aminocrotonate to be a better precursor for preparation of enamides (N-acylated products) whereas 3-aminocrotononitrile is found to be a preferred choice for preparation of enaminones (C-acylated products). An attempt is made to offer a preliminary theoretical interpretation for observed site selectivity.
Acid-catalyzed, regioselective [3 + 3] annulation of enaminones and α-substituted cinnamic acids: Access to 3,4-dihydropyridones and 2-piperidinones
Chithanna, Sivanna,Roy, Animesh,Yang, Ding-Yah
supporting information, p. 9897 - 9905 (2021/12/07)
An efficient strategy for the synthesis of structurally diverse 3,4-dihydropyridones and 2-piperidinones is reported. The former was prepared via acid-catalyzed Michael addition of enaminones to electron-deficient α-substituted cinnamic acids followed by lactamization, whereas the latter was synthesized by the same methodology except that cinnamic acids were replaced with coumarin 3-carboxylic acids. A unique regioselective reactivity of the enaminones toward different cinnamic acid derivatives is described. This journal is
Synthesis of 5-carboxy-6-methyl-3,4-dihydro-2(1H)-pyridone derivatives and their electrochemical oxidation to 2-pyridones
Smits, Rufus,Turovska, Baiba,Belyakov, Sergey,Plotniece, Aiva,Duburs, Gunars
, p. 84 - 87 (2016/04/04)
A series of variously substituted 5-carboxy-6-methyl-3,4-dihydro-2(1H)-pyridone derivatives were synthesized and their oxidation potentials determined by cyclic voltammetry. The resulting 2-pyridone structure and a tricyclic heterocycle which was formed d
Mesostructured SBA-15-Pr-SO3H: An efficient solid acid catalyst for one-pot and solvent-free synthesis of 3,4-dihydro-2-pyridone derivatives
Ziarani, Ghodsi Mohammadi,Mousavi, Somayeh,Lashgari, Negar,Badiei, Alireza
, p. 1359 - 1364 (2014/04/03)
3,4-Dihydro-2-pyridone derivatives have been prepared efficiently via a one-pot four-component reaction of benzaldehyde derivatives, Meldrum's acid, methyl acetoacetate and ammonium acetate in the presence of sulphonic acid-functionalized ordered nanoporo
N-heterocyclic carbene catalyzed reactions of α-bromo-α,β- unsaturated aldehydes/α,β-dibromoaldehydes with 1,3-dinucleophilic reagents
Yao, Changsheng,Wang, Donglin,Lu, Jun,Li, Tuanjie,Jiao, Weihui,Yu, Chenxia
supporting information; experimental part, p. 1914 - 1917 (2012/03/22)
Carbenes ring true: N-Heterocyclic carbene (NHC) catalyzed reactions of α-bromo-α,β-unsaturated aldehydes/α,β- dibromoaldehydes with 1,3-dinucleophilic reagents, such as 1,3-dicarbonyl compounds, β-enamino ketones, and β-enamino esters through umpolung processes gave functionalized 3,4-dihydropyranones and 3,4-dihydropyridinones (see scheme). The availability of the starting materials, lack of external oxidant, and usefulness of the products make this strategy attractive.
High-throughput preparation of alkyl 4-aryl substituted-2-methyl-6-thioxo- 1,4,5,6-tetrahydropyridine-3-carboxylates under microwave irradiation
Rodriguez, Hortensia,Coro, Julieta,Lam, Anabel,Salfran, Esperanza,Rodriguez-Salarichs, Javier,Suarez, Margarita,Albericio, Fernando,Martin, Nazario
experimental part, p. 125 - 141 (2011/08/07)
An efficient high-throughput synthesis of 4-aryl substituted 1,4,5,6-tetrahydro-2-methyl-6-thioxopyridine-3-carboxylates 5a-p was developed by using Lawesson's reagent, a very effective thionating reagent for carbonyl compounds, under conventional conditi
USE OF 4, 7-DIHYDROTHIENO [2, 3-B] PYRIDINE COMPOUNDS IN THE TREATMENT OF CARDIOVASCULAR DISEASES
-
Page/Page column 67, (2008/06/13)
This invention relates generally to methods for the treatment of myosin heavy chain (MyHC)-mediated conditions, and in particular, cardiovascular conditions.
