- NITRILES IN ORGANIC SYNTHESIS: SYNTHESIS OF NEW POLYFUNCTIONALLY SUBSTITUTED PYRIDINE AND PYRIDOPYRIDINE DERIVATIVES
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A variety of polyfunctionally substituted pyridines could be prepared by reacting malononitrile with a variety of active methylene reagents. Some of the synthesized compounds could be converted into pyridopyridines via hydrolysis and recyclization in the presence of an acid catalyst.
- Elnagdi, Mohamed Hilmy,Harb, Abdel Fattah Ali,Elghandour, Ahmed Hafez Hussein,Hussien, Abdel Haleem Mostafa,Metwally, Saoud Abdel Meniem
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p. 299 - 303
(2007/10/02)
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- STUDIES WITH POLYFUNCTIONALLY SUBSTITUTED HETEROCYCLES: SYNTHESIS OF NEW THIOPYRANS, PYRIDINES AND PYRANS AND THEIR FUSED DERIVATIVES WITH OTHER RINGS SYSTEMS
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The thiopyran derivative 3 was obtained from the reaction of cyanothioacetamide 2 with formaldehyde and malononitrile.Compound 3 is converted into the pyridinethione 5 on long reflux in ethanolic triethylamine solution.The pyridinethione 7 is produced from reaction of 2 with acetaldehyde and malononitrile.Compound 7 afforded 9 on reaction with 1a, R = Ph, and 11 on treatment with phenacyl bromide.The pyran derivative 13, formed in analogous manner from 12, afforded 19 on further reaction with formaldehyde and malononitrile, and 22 on reaction with acetic anhydride.Whereas the pyranopyrazole 27 is formed from 25a on reaction with formaldehyde and malononitrile in refluxing ethanol, 25b afforded only 28 an similar treatment.Similarly, thiazolopyridine derivative 30 and phthalazine 32 were formed from 29 and 31 respectively.
- Elnagdi, Mohamed Hilmy,Ghozlan, Said Ahmed Soliman,Abdelrazek, Fathy Mohamed,Selim, Maghraby Ali
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p. 1021 - 1032
(2007/10/02)
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