Oxidative .alpha. coupling of carbonyl compounds via the condensation of acylated triazolinedione ylides with enolates: a facile synthesis of polyacylated olefins

1991 ◽  
Vol 113 (19) ◽  
pp. 7240-7249 ◽  
Author(s):  
R. Marshall Wilson ◽  
Alvan C. Hengge ◽  
Ali Ataei ◽  
Douglas M. Ho
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

 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.


2004 ◽  
Vol 69 (4) ◽  
pp. 897-904 ◽  
Author(s):  
Valentin A. Chebanov ◽  
Elena A. Muravyova ◽  
Yulia V. Sadchikova ◽  
Sergey M. Desenko ◽  
Vitaly N. Chernenko ◽  
...  

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).


Synthesis ◽  
1979 ◽  
Vol 1979 (11) ◽  
pp. 890-891 ◽  
Author(s):  
Kazuhiko Tanaka ◽  
Noboru Ono ◽  
Yoshihiro Kubo ◽  
Aritsune Kaji

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