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  • 60 Reads
Evaluation of Effect of Microwave Irradiation on Synthesis and Reactions of Some New 3-Acyl-2-R-methylchromones
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The study of preparation by classic and microwave irradiation methods, spectroscopic characterization of 3-Acyl-2-R-methylchromone derivatives(R = H, C6H5, ArO ). Some subsequent reactions of these products with hydroxylamine and by aldol condensation with 3-formylchromones have been studied.
  • Open access
  • 66 Reads
Pseudo-Michael Reaction of 2-hydrazinoimidazolines: New Synthetic Approach to Imidazo[2,1-c][1,2,4]triazepine System
In a two-step reaction (pseudo-Michael/acylation) of 1-aryl-2-hydrazinoimidazolines with DEEM (diethyl ethoxymethylenemalonate) formation of 2,3-dihydroimidazo[2,1--c][1,2,4]triazepine system was observed. This type of reaction usually lead to formation of 5:6 or 6:6 membered fused hetero-cyclic systems whereas reaction of hydrazine derivatives (alkyl or aryl) or hydrazides and DEEM give pyrazoline carboxylates. In the literature formation of fused 1,2,4-tri-azepines in reaction of a-hydrazinoazoheterocycles is not mentioned. In first step of reaction of 1-aryl-2-hydrazinoimidazolines with Michael reagents chain enamine is formed.
  • Open access
  • 102 Reads
Functionalized Organolithium Compounds Through an Arene-Catalyzed Lithiation
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Naphthalene- or DTBB-catalyzed lithiation of chloroimines 1, deprotonated chlorobenzyl alcohols, mercaptanes or amines 4, and 3-phenylthiopropylamine 7 in THF at -78deg.C leads to the formation of the corresponding intermediates 2, 5 and 8, which by reaction with carbonyl compounds as electrophiles afford the expected bifunctionalized compounds 3, 6 and 9, respectively.
  • Open access
  • 51 Reads
Nucleophilic Additions of 2-Furyllithium to Carbonyl Derivatives of L-Serine. Formal Synthesis of (2R,3R)-b-Hydroxy Aspartic Acid.
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The nucleophilic addition of 2-furyllithium to esters derived from L-serine is described. The obtained furyl ketone 5 is stereoselectively reduced (ds>=95%) with sodium borohydride to afford the corresponding syn aminoalcohol 12 in enantiomerically pure form. Compound 12 was further converted into valuable a-hydroxy-[beta]-amino acids by means of the furan-to-acid equivalence.
  • Open access
  • 40 Reads
Intramolecular Aza-Wittig Reaction of Iminophosphoranes with the b-Lactam Carbonyl Group
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The aza-Wittig reaction1 of iminophosphoranes ([lambda]5-phosphazenes, phosphine imines) with carbonyl compounds, when carried out inter- or intramolecularly, leads to the formation of C=N double bonds, usually under neutral and mild reaction conditions. Several review articles1,2 have appeared recently reporting the increasing significance of the aza-Wittig reaction in organic synthesis, basically in the preparation of nitrogen-containing heterocyclic compounds.
  • Open access
  • 75 Reads
Stereoselective Synthesis of New Simplified Digitalis-Like Compounds from (+)-(3aS,7aS)-3a-Hydroxy-7a-Methylperhydroinden-1,5-Dione
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Cardiac glycosides of Digitalis species are well known heart-stimulating drugs, clinically used for treatment of congestive heart failure.2 In the steroidal moiety of the aglycons (cardenolides) the C/D cis ring junction, the 14b-OH and the 17b-butenolide could be recognized as three peculiar features for a potent pharmacological action, while the A/B ring junction can vary from cis (e.g. digitoxigenin) to trans (e.g. uzarigenin) (Fig. 1) without a dramatic loss of activity. As a part of our work aimed at searching new digitalis-like compounds with an improved pharmacological profile, we synthesized compound 9 (Fig. 1) in which the C/D part of the molecule was maintained while the A/B part was simplified in a 5b-cyclohexyl substituent.
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