scholarly journals Catalyst-free assembly of giant tris(heteroaryl)methanes: synthesis of novel pharmacophoric triads and model sterically crowded tris(heteroaryl/aryl)methyl cation salts

2019 ◽  
Vol 15 ◽  
pp. 642-654
Author(s):  
Rodrigo Abonia ◽  
Luisa F Gutiérrez ◽  
Braulio Insuasty ◽  
Jairo Quiroga ◽  
Kenneth K Laali ◽  
...  
Keyword(s):  
Molecular Structure ◽  
Coupling Reactions ◽  
Analysis Model ◽  
One Pot ◽  
X Ray ◽  
Catalyst Free ◽  
Aryl Methyl ◽  
Methyl Cation

A series of giant tris(heteroaryl)methanes are easily assembled by one-pot three-component synthesis by simple reflux in ethanol without catalyst or additives. Diversely substituted indoles (Ar1) react with quinoline aldehydes, quinolone aldehydes, chromone aldehydes, and fluorene aldehydes (Ar2CHO) and coumarins (Ar3) in 1:1:1 ratio to form the corresponding tris(heteroaryl)methanes (Ar1Ar2Ar3)CH along with (Ar1Ar1Ar2)CH triads. A series of new 2:1 triads were also synthesized by coupling substituted indoles with Ar2CHO. The coupling reactions could also be carried out in water (at circa 80 °C) but with chemoselectivity favoring (Ar1Ar1Ar2)CH over (Ar1Ar2Ar3)CH. The molecular structure of a representative (Ar1Ar2Ar3)CH triad was confirmed by X-ray analysis. Model tris(heteroaryl/aryl)methylium salts were generated by reaction with DDQ/HPF6 and studied by NMR and by DFT and GIAO-DFT.

scholarly journals Synthesis, Crystal Structure and DFT Studies of 4-(2-(4,5-Dimethyl-2-(3,4,5-trimethoxyphenyl)-1H-imidazol-1-yl)ethyl)morpholine

2021 ◽  
Vol 33 (3) ◽  
pp. 611-616
Author(s):  
A. Prabhakaran ◽  
M. Arockia Doss ◽  
E. Dhineshkumar ◽  
R. Rajkumar
Keyword(s):  
Molecular Structure ◽  
Crystal Structure ◽  
Ground State ◽  
Molecular Electrostatic Potential ◽  
Molecular Geometry ◽  
Dft Studies ◽  
X Ray Diffraction ◽  
Frontier Orbitals ◽  
One Pot ◽  
X Ray

The title compound 4-(2-(4,5-dimethyl-2-(3,4,5-trimethoxyphenyl)-1H-imidazol-1-yl)morpholine (DMTPM) was synthesized using a one-pot multicomponent approach. The molecular structure of the compound was charcterized with 1H & 13C NMR, HR-MS and single-crystal X-ray diffraction. In the ground-state, DMTPM molecular geometry was determined using the DFT based on B3LYP/6-31G(d,p) and compared to the experimental results. In addition, molecular electrostatic potential (MEP) map and molecular frontier orbitals (MFO) were performed and the results obtained were compatible with the electronic properties.

Catalyst-Free One-Pot Synthesis of Chromeno-Imidazo-Pyridinones by an Aza-Michael Addition/Rearrangement/Heterocyclization Tandem Reaction

Synlett ◽  
2018 ◽  
Vol 29 (11) ◽  
pp. 1437-1440 ◽  
Author(s):  
Oualid Talhi ◽  
Norah Bennamane ◽  
Artur Silva ◽  
Houria Lakhdari ◽  
Ridha Hassaine ◽  
...  
Keyword(s):  
Michael Addition ◽  
Room Temperature ◽  
Addition Reaction ◽  
2D Nmr ◽  
X Ray Diffraction ◽  
One Pot ◽  
X Ray ◽  
Catalyst Free ◽  
One Pot Synthesis ◽  
New Compounds

A one-pot synthesis of a novel series of chromeno-imidazo-pyridinone derivatives from 3-[(2-hydroxyphenyl)-3-oxoprop-1-en-1-yl]chromones and ethane-1,2-diamine at room temperature under catalyst-free conditions has been successfully developed. This approach involves a tandem aza-Michael addition reaction, a chromone-to-chromanone rearrangement, and a heterocyclization sequence, leading to chromeno-imidazo-pyridinone polyheterocycles. The structure and absolute configurations of the new compounds were elucidated by a combination of 1D- and 2D-NMR analyses and single-crystal X-ray diffraction.

One-pot synthesis of benzo[4,5]imidazo[1,2-c]quinazolin-6(5H)-ones under catalyst-free conditions and their X-ray crystallographic studies

2021 ◽  
Vol 1232 ◽  
pp. 130037
Author(s):  
Nangagoundan Vinoth ◽  
Chinnasamy Kalaiarasi ◽  
Poomani Kumaradhas ◽  
Appaswami Lalitha
Keyword(s):  
One Pot ◽  
X Ray ◽  
Catalyst Free ◽  
One Pot Synthesis

A greener procedure for the synthesis of α-ureidophosphonates under ultrasound irradiation. An X-ray crystallographic study

RSC Advances ◽  
2015 ◽  
Vol 5 (121) ◽  
pp. 99775-99780 ◽  
Author(s):  
Abdeslem Bouzina ◽  
Malika Berredjem ◽  
Sofiane Bouacida ◽  
Hocine Merazig ◽  
Nour-eddine Aouf
Keyword(s):  
Ultrasonic Irradiation ◽  
Reaction Times ◽  
Ultrasound Irradiation ◽  
One Pot ◽  
X Ray ◽  
Catalyst Free ◽  
Crystallographic Study ◽  
Three Component Reaction

The synthesis of α-ureidophosphonates via a one-pot three-component reaction using ultrasonic irradiation under solvent- and catalyst-free conditions at 75° is developed. The products were obtained in excellent yields within short reaction times.

Hemilabile imino-phosphine palladium(II) complexes: synthesis, molecular structure, and evaluation in Heck reactions

2014 ◽  
Vol 68 (7) ◽  
Author(s):  
William Motswainyana ◽  
Martin Onani ◽  
Roger Lalancette ◽  
Paul Tarus
Keyword(s):  
Molecular Structure ◽  
Planar Geometry ◽  
Coordination Geometry ◽  
Coupling Reactions ◽  
Heck Coupling ◽  
Heck Reactions ◽  
Reaction Conditions ◽  
X Ray ◽  
X Ray Crystallography ◽  
Square Planar

AbstractThe ligands 2-(diphenylphosphino)benzyl-(2-thiophene)methylimine (V) and 2-(diphenylphosphino) benzyl-(2-thiophene)ethylimine (VI) were prepared from 2-(diphenylphosphino)benzaldehyde and thiophene amines with very good yields. An equimolar reaction of V and VI with either PdCl2(cod) (cod = cyclooctadiene) or PdClMe(cod) afforded palladium(II) complexes I–IV. The molecular structure of II was confirmed by X-ray crystallography. The coordination geometry around the palladium atom exhibited distorted square planar geometry at the palladium centre. Complexes I, II, and IV were evaluated as catalysts for Heck coupling reactions of iodobenzene with methyl acrylate under mild reaction conditions; 0.1 mole % catalyst, Et3N base, MeCN reflux for 8 h, 80°C; isolated yield on a 10 mmol scale with catalyst I (64 %), II (68 %), and IV (58 %). They all exhibited significant activities.

scholarly journals 6-Hydroxy-2-methylbenzofuran-4-carboxylic Acid

Molbank ◽  
10.3390/m1143 ◽  
2020 ◽  
Vol 2020 (2) ◽  
pp. M1143
Author(s):  
Matteo Mori ◽  
Fiorella Meneghetti ◽  
Laurent R. Chiarelli ◽  
Alessia Diego ◽  
Donatella Nava ◽  
...  
Keyword(s):  
Molecular Structure ◽  
Carboxylic Acid ◽  
Single Crystal ◽  
Propargyl Bromide ◽  
X Ray Diffraction ◽  
One Pot ◽  
X Ray ◽  
Esi Ms ◽  
Nmr Techniques ◽  
Ft Ir

6-Hydroxy-2-methylbenzofuran-4-carboxylic acid was synthesized in two steps, starting from 3,5-dihydroxybenzoate. The product was obtained through a direct thermal one-pot cyclization with propargyl bromide, followed by a base-catalyzed hydrolysis. Its molecular structure was elucidated by means of mono- and bidimensional NMR techniques, ESI-MS, FT-IR and single-crystal X-ray diffraction.

Sign in / Sign up

Export Citation Format

Share Document