Synthesis of diverse dihydropyrimidine-related scaffolds by fluorous benzaldehyde-based Biginelli reaction and post-condensation modifications
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منابع مشابه
Synthesis of diverse dihydropyrimidine-related scaffolds by fluorous benzaldehyde-based Biginelli reaction and post-condensation modifications
Dihydropyrimidinones and dihydropyrimidinethiones generated from the Biginelli reactions of perfluorooctanesulfonyl-attached benzaldehydes are used as common intermediates for post-condensation modifications such as cycloaddition, Liebeskind-Srogl reaction and Suzuki coupling to form biaryl-substituted dihydropyrimidinone, dihydropyrimidine, and thiazolopyrimidine compounds. The high efficiency...
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The mechansim of the three-component Biginelli dihydropyrimidine synthesis was reinvestigated using (1)H and (13)C NMR spectroscopy. Condensation of benzaldehyde, ethyl acetoacetate, and urea (or N-methylurea) in CD(3)OH according to the procedure described by Biginelli produced the expected 6-methyl-2-oxo-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylates. According to NMR measurements, ther...
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Three-component reactions have emerged as useful methods because the combinationof three components to generate new products in a single step is extremely economical,among the multi-component reactions. A green, simple, efficient, and cost-effective procedure has been carried out by the synthesis of dihydropyrimidinonesin Biginelli’s condensation of ethyl cyanoacetate, aldehyde and urea or thio...
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With the emergence of high-throughput screening in the pharmaceutical industry over a decade ago, synthetic chemists were faced with the challenge of preparing large collections of molecules to satisfy the demand for new screening compounds. The unique exploratory power of multicomponent reactions such as the Ugi four-component reaction was soon recognized to be extremely valuable to produce co...
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We recently reported a novel synthesis of copper nanoparticles from copper sulphate utilizing the charge-compensatory effect of ionic liquid [bmim]BF(4) and ethylene glycol. The nanoparticles were characterized and found to be stable for one year. Here we hypothesize that the stabilized nanoparticles should be able to catalyze one-pot multicomponent organic reactions. We show that the nanoparti...
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ژورنال
عنوان ژورنال: Beilstein Journal of Organic Chemistry
سال: 2011
ISSN: 1860-5397
DOI: 10.3762/bjoc.7.150