Aza-Wittig reaction of fluoroalkylated N-vinylic phosphazenes with carbonyl compounds. Usefulness of 2-azadienes for the preparation of fluoroalkyl pyridine derivatives

Tetrahedron ◽  
2005 ◽  
Vol 61 (11) ◽  
pp. 2779-2794 ◽  
Author(s):  
Francisco Palacios ◽  
Concepción Alonso ◽  
Gloria Rubiales ◽  
Maite Villegas
Keyword(s):  
Carbonyl Compounds ◽  
Wittig Reaction ◽  
Pyridine Derivatives

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.

Preparation of Pyridine Derivatives from the Corresponding 5-Acetal-1-carbonyl Compounds by Acid Promoted Cyclization

Heterocycles ◽  
2021 ◽  
Vol 102 (7) ◽  
pp. 1314
Author(s):  
Hiroyuki Konno ◽  
Hiromichi Mihara ◽  
Yuki Watanabe
Keyword(s):  
Carbonyl Compounds ◽  
Pyridine Derivatives

Fused Pyridine Derivatives from the Wittig Reaction of some Fluorinated Amides

Tetrahedron ◽  
1995 ◽  
Vol 51 (37) ◽  
pp. 10385-10388 ◽  
Author(s):  
Elliot J. Latham ◽  
Steven M. Murphy ◽  
Stephen P. Stanforth
Keyword(s):  
Wittig Reaction ◽  
Pyridine Derivatives

scholarly journals The Phospha-Bora-Wittig Reaction

2021 ◽  
Author(s):  
Andryj Borys ◽  
Ella Rice ◽  
Gary Nichol ◽  
Michael Cowley
Keyword(s):  
Density Functional Theory ◽  
Lewis Acid ◽  
Carbonyl Compounds ◽  
Density Functional ◽  
Wittig Reaction ◽  
Acid Base ◽  
Functional Theory ◽  
Direct Preparation ◽  
Wittig Reactions

Here, we report the phospha-bora-Wittig reaction for the direct preparation of phosphaalkenes from aldehydes, ketones, esters, or amides. The transient phosphaborene Mes*P=B-NR2 reacts with carbonyl compounds to form 1,2,3-phosphaboraoxetanes, analogues of oxaphosphetane intermediates in the classical Wittig reaction. 1,2,3-phosphaboraoxetanes undergo thermal or Lewis acid/base-promoted cycloreversion, yielding phosphaalkenes. Experimental and density functional theory studies reveal far-reaching similarities between classical and phospha-bora-Wittig reactions.

Reaction of N -Vinylic phosphazenes with carbonyl compounds. Reactivity of the vinyl side chain versus Aza-Wittig reaction

Tetrahedron ◽  
1996 ◽  
Vol 52 (13) ◽  
pp. 4857-4866 ◽  
Author(s):  
Francisco Palacios ◽  
Domitila Aparicio ◽  
Jesús M de los Santos
Keyword(s):  
Carbonyl Compounds ◽  
Wittig Reaction ◽  
Side Chain
Sign in / Sign up

Export Citation Format

Share Document