Facile Synthesis of Aryl-Substituted 1,2,5,6-Tetrahydropyrimidines and Their Stereochemical Investigation

2004 ◽  
Vol 69 (4) ◽  
pp. 897-904 ◽  
Author(s):  
Valentin A. Chebanov ◽  
Elena A. Muravyova ◽  
Yulia V. Sadchikova ◽  
Sergey M. Desenko ◽  
Vitaly N. Chernenko ◽  
...  
Keyword(s):  
Carbonyl Compounds ◽  
Facile Synthesis ◽  
Unsaturated Ketones ◽  
Nmr Data

The present work is devoted to the investigation of 2,4,6-triaryl-1,2,5,6-tetrahydropyrimidine derivatives. A new facile approach to their synthesis based on the reaction of α,β-unsaturated ketones, carbonyl compounds and ammonia was developed. Some stereochemical features of the compounds obtained were fixed on the base of NMR data (including COSY and NOESY experiments).

A FACILE SYNTHESIS AND REACTIONS OF AMINO SELENOLO[2,3-b]PYRIDINE CARBOXYLATE

2015 ◽  
Vol 12 (1) ◽  
pp. 3910-3918 ◽  
Author(s):  
Dr Remon M Zaki ◽  
Prof Adel M. Kamal El-Dean ◽  
Dr Nermin A Marzouk ◽  
Prof Jehan A Micky ◽  
Mrs Rasha H Ahmed
Keyword(s):  
Biological Activity ◽  
Carbonyl Compounds ◽  
Mass Spectra ◽  
The Other ◽  
Pyridine Derivatives ◽  
Facile Synthesis ◽  
High Biological Activity ◽  
Basic Hydrolysis ◽  
Pyridine Carboxylate ◽  
Hydrolysis Of

 Incorporating selenium metal bonded to the pyridine nucleus was achieved by the reaction of selenium metal with 2-chloropyridine carbonitrile 1 in the presence of sodium borohydride as reducing agent. The resulting non isolated selanyl sodium salt was subjected to react with various α-halogenated carbonyl compounds to afford the selenyl pyridine derivatives 3a-f  which compounds 3a-d underwent Thorpe-Ziegler cyclization to give 1-amino-2-substitutedselenolo[2,3-b]pyridine compounds 4a-d, while the other compounds 3e,f failed to be cyclized. Basic hydrolysis of amino selenolo[2,3-b]pyridine carboxylate 4a followed by decarboxylation furnished the corresponding amino selenolopyridine compound 6 which was used as a versatile precursor for synthesis of other heterocyclic compound 7-16. All the newly synthesized compounds were established by elemental and spectral analysis (IR, 1H NMR) in addition to mass spectra for some of them hoping these compounds afforded high biological activity.

Divergent Functionalization of α,β-Enones: Catalyst-free Access to β-Azido Ketones and β-Amino α-Diazo Ketones

2021 ◽  
Author(s):  
Youshao Tu ◽  
honglin Dong ◽  
Huamin Wang ◽  
Yuhui Ao ◽  
Yu Liu
Keyword(s):  
Carbonyl Compounds ◽  
Practical Method ◽  
Free Access ◽  
Unsaturated Ketones ◽  
Catalyst Free

A simple and practical method for the azidation of β-fluoroalkyl α,β-unsaturated ketones to access a wide variety of fluorinated nitrogenous carbonyl compounds is developed. Different from existing precedents, neither metallic...

IBX as a catalyst for dehydration of hydroperoxides: green entry to α,β-unsaturated ketones via oxygenative allylic transposition

2018 ◽  
Vol 54 (7) ◽  
pp. 798-801 ◽  
Author(s):  
Tetsuya Kuga ◽  
Yusuke Sasano ◽  
Yoshiharu Iwabuchi
Keyword(s):  
Carbonyl Compounds ◽  
Catalytic Transformation ◽  
Unsaturated Ketones

A catalytic transformation of allylic hydroperoxides into α,β-unsaturated carbonyl compounds using IBX as a dehydration catalyst is described.

The 1,3-Dipolar Cycloaddition Reactions of Nitrile Oxides in Water Media

2021 ◽  
Vol 25 ◽  
Author(s):  
Joaquín Plumet
Keyword(s):  
Carbonyl Compounds ◽  
Critical Discussion ◽  
Aldol Reactions ◽  
Dipolar Cycloaddition ◽  
Hydroxy Ketone ◽  
Unsaturated Ketones ◽  
Dipolar Cycloadditions ◽  
Nitrile Oxides ◽  
Water Media ◽  
Synthetic Intermediates

: The 1,3-dipolar cycloadditions (DCs) of nitrile oxides (NOs) have been used as a powerful tool in synthetic organic chemistry. The cycloadducts arising from cycloadditions (CAs) of NOs to alkenes and alkynes (2-isoxazolines and isoxazoles respectively) are valuable synthetic intermediates because, among others, their capacity to mask other functionalities including α, β-unsaturated ketones, β-hydroxy carbonyl compounds and 1,3-aminoalcohols. In particular, the β-hydroxy ketone functionality is an illustrative example, making the NOs alkenes CAs reactions a synthetically equivalent methodology of aldol reactions. The vast majority of these reactions are carried out in organic solvents. Nevertheless, the use of water as an alternative solvent has evident advantages on the “Green Chemistry” concept. The critical discussion on the use of water instead of “conventional” solvents in the 1,3-DCs reactions of NOs is the objective of the present review.

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