Synthesis and chemical reactions of some conjugated heteroenoid compounds

1967 ◽  
Vol 45 (9) ◽  
pp. 1001-1006 ◽  
Author(s):  
R. F. Silver ◽  
K. Ann Kerr ◽  
Peggy D. Frandsen ◽  
Sheila J. Kelley ◽  
H. L. Holmes

A series of 326 3-benzal-2,4-pentanediones, 2-benzal-1,3-indanediones, ethyl benzalaceto-acetates, diethyl benzalmalonates, ethyl benzalcyanoacetates, benzalmalononitriles, benzalcyanoacetamides, benzalcyanoacetanilides, benzalmalonamides, β-nitrostyrenes, β-nitropropenylbenzenes, β-nitrobutenylbenzenes, and derivatives of a number of cinnamic acids have been synthesized and their geometric configuration discussed. Aniline, p-toluidine, and n-butanethiol have been added to some of these compounds. The aniline adducts have also been prepared from benzylideneaniline and the active methylene compounds. The aniline adducts of those containing a cyano group are not stable and lose aniline at room temperature. The structure of the compound prepared from benzylideneaniline and ethyl cyanoacetate and melting at 140 °C has been established.

2010 ◽  
Vol 6 ◽  
pp. 1056-1060 ◽  
Author(s):  
Nimalini Devi Moirangthem ◽  
Warjeet Singh Laitonjam

A new and facile synthesis of 2-thioxoquinazolin-4-ones by introducing a benzenoid system in the pyrimidine moiety by reacting ethoxymethylene derivatives of 1,3-diarylthiobarbituric acids (DTBA) with active methylene compounds, such as malononitrile and ethyl cyanoacetate, in presence of ZnCl2 has been developed.


2015 ◽  
Vol 39 (7) ◽  
pp. 5350-5353 ◽  
Author(s):  
Subhash Banerjee

A simple and efficient protocol for selective bis-Michael addition and mono-allylation of active methylene compounds has been demonstrated using ultra-small size (∼5 nm) uncapped cerium oxide nanoparticles (free-CeO2 NPs) as a reusable catalyst in water at room temperature.


1969 ◽  
Vol 47 (21) ◽  
pp. 4076-4083 ◽  
Author(s):  
H. L. Holmes ◽  
D. J. Currie

The half-wave potentials of phenyl substituted derivatives for each series of conjugated heteroenoid compounds studied follow a Hammett relationship. The effect of change in the functional groups and of increase in length of the conjugated system upon half-wave potentials and ultraviolet absorption maxima is briefly discussed. Terephthalylidene derivatives of active methylene compounds function like the cinnamylidene derivatives.


2012 ◽  
Vol 90 (3) ◽  
pp. 290-297 ◽  
Author(s):  
Manoj Kumar Muthyala ◽  
Bhupender S Chhikara ◽  
Keykavous Parang ◽  
Anil Kumar

A novel ionic-liquid-supported 1,5,7-triazabicyclo[4.4.0]dec-5-ene (IL–TBD) was synthesized and investigated for its ability to act as an active organocatalyst in the Michael addition of active methylene compounds and thiophenols to chalcones under solvent-free conditions. The IL–TBD afforded Michael addition products in excellent yields (82%–94%) at room temperature, and it was simply recycled and reused at least five times without significant loss of catalytic activity.


1994 ◽  
Vol 31 (5) ◽  
pp. 1145-1150 ◽  
Author(s):  
Stylianos Hamilakis ◽  
Demetrios Kontonassios ◽  
Constantine Sandris

2016 ◽  
Vol 22 (2) ◽  
pp. 69-77 ◽  
Author(s):  
Marwa El-Hussieny ◽  
Hisham Abdallah A. Yosef ◽  
Mohamed R.H. Mahran ◽  
Nabila M. Ibrahim

AbstractClaisen-Schmidt condensation of ferrocenecarboxaldehyde (2b) with 2-acetylfuran (4) yielded (E)-3-ferrocenyl-1-(2-furyl)prop-2-en-1-one (E-5) together with 1,5-di(2-furyl)-3-ferrocenylpentane-1,5-dione (6). Reactions of the ferrocenyl chalcones 3a,b and 5 with hydrazine hydrate, phenyl hydrazine, ethyl acetoacetate, ethyl cyanoacetate and malononitrile, were also studied. Possible reaction mechanisms were discussed and structures of the new products were unambiguously characterized by common analytical and spectroscopic methods.


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