Organic chemistry
Masoomeh Abdoli-Senejani; Nilufar Foruzan; Mahnaz Bahmani; Tahereh Momeni Isfahani; Saba Dustepour
Volume 4, Issue 3, pp. 236-358, Serial No. 12 , July 2016, , Pages 309-317
Abstract
In this study, oxidation of some 3,5-diacyl or 3,5-diester 1,4-dihydropyridines to corresponding pyridine derivatives using sodium bromate in the presence of NH4Cl, NaHSO4 and Bu4NHSO4 under thermal conditions has been investigated. The yield and structure of formed products is similar under all conditions; ...
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In this study, oxidation of some 3,5-diacyl or 3,5-diester 1,4-dihydropyridines to corresponding pyridine derivatives using sodium bromate in the presence of NH4Cl, NaHSO4 and Bu4NHSO4 under thermal conditions has been investigated. The yield and structure of formed products is similar under all conditions; however, the reaction is accelerated in the presence of Bu4NHSO4 and NaHSO4. In addition, oxidation of 3,5-diester 1,4-dihydropyridines, against 3,5-diacetyl 1,4-dihydropyridines using sodium bromate in the presence of tetrabutylammonium hydrogen sulfate, leads to the corresponding pyridines in shorter reaction times than sodium hydrogen sulfate. The cheapness of reagent, high yielding, easy work up and mild condition make this method a useful addition to the available methods in organic synthesis
Organic chemistry
Masoomeh Abdoli; Maryam Hajibabaiee
Volume 3, Issue 2, pp. 72-147, Serial No. 7 , April 2015, , Pages 143-147
Abstract
Some 3, 5-diacyl or 3,5-diester 1,4-dihydropyridines were oxidized to the corresponding pyridine derivatives using hydrogen peroxide in aqueous ethanol in the presence of potassium bromide and acetic acid as the catalysts. The reaction was carried out in ethanol and products were isolated in high to ...
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Some 3, 5-diacyl or 3,5-diester 1,4-dihydropyridines were oxidized to the corresponding pyridine derivatives using hydrogen peroxide in aqueous ethanol in the presence of potassium bromide and acetic acid as the catalysts. The reaction was carried out in ethanol and products were isolated in high to excellent yields. However, oxidation of 3,5-diacetyl 1,4-dihydropyridines is slower than 3,5-diester 1,4-dihydropyridines under the same condition. Furhermore, the reaction is facilitated by electron releasing groups on 4-substituent of dihydropyridine ring. The cheapness of reagent, high yielding, easy workup and mild condition makes this method a useful addition to the available method in organic synthesis. In addition, employment of clean oxidant H2O2 together with nontoxic solvent ethanol makes it friendly to the environment.