Papers by Salvatore V Giofrè
… Journal of Organic …, 2011
... Roberto Romeo 1 ,; Salvatore Vincenzo Giofrè 1 ,; Daniela Iaria 1 ,; Maria Teresa Sciortino 2... more ... Roberto Romeo 1 ,; Salvatore Vincenzo Giofrè 1 ,; Daniela Iaria 1 ,; Maria Teresa Sciortino 2 ,; Simone Ronsisvalle 3 ,; Maria Assunta Chiacchio 3 ,; Angela Scala 1. ... Mates , P. Merino , A. Piperno , A. Rescifina , G. Romeo , R. Romeo , T. Tejero , Tetrahedron 2003 , 59 , 4733 4738 ...
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The Journal of Organic Chemistry, 2010
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The Journal of Organic Chemistry, 2014
2-Alkynylbenzamides underwent different reaction pathways when allowed to react under PdI2-cataly... more 2-Alkynylbenzamides underwent different reaction pathways when allowed to react under PdI2-catalyzed oxidative carbonylation conditions, depending on the nature of the external nucleophile and reaction conditions. Thus, oxidative carbonylation of 2-ethynylbenzamides, bearing a terminal triple bond, carried out in the presence of a secondary amine as external nucleophile, selectively led to the formation of 3-[(dialkylcarbamoyl)methylene]isoindolin-1-ones through the intermediate formation of the corresponding 2-ynamide derivatives followed by intramolecular nucleophilic attack by the nitrogen of the benzamide moiety on the conjugated triple bond. On the other hand, 3-[(alkoxycarbonyl)methylene]isobenzofuran-1(3H)imines were selectively obtained when the oxidative carbonylation of 2-alkynylbenzamides, bearing a terminal or an internal triple bond, was carried out in the presence of an alcohol R'OH (such as methanol or ethanol) as the external nucleophile and HC(OR')3 as a dehydrating agent, necessary to avoid substrate hydrolysis. In this latter case, the reaction pathway leading to the isobenzofuranimine corresponded to the 5-exo-dig intramolecular nucleophilic attack of the oxygen of the benzamide moiety on the triple bond coordinated to the metal center followed by alkoxycarbonylation. The structures of representative products have been confirmed by X-ray crystallographic analysis.
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Molecules, 2015
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Journal of Organic Chemistry, 2007
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Beilstein journal of organic chemistry, 2015
A novel series of 2'-oxa-3'-aza-4'a-carbanucleosides, featured with a triazole linker... more A novel series of 2'-oxa-3'-aza-4'a-carbanucleosides, featured with a triazole linker at the 5'-position, has been developed by exploiting a click chemistry reaction of 5'-azido-2'-oxa-3'-aza-4'a-carbanucleosides with substituted alkynes. Biological tests indicate an antitumor activity for the synthesized compounds: most of them inhibit cell proliferation of Vero, BS-C-1, HEp-2, MDCK, and HFF cells with a CC50 in the range of 5.0-40 μM. The synthesized compounds do not show any antiviral activity.
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Molecules, 2014
Starting from enantiomeric pure 1-[(3S,5R)- and 1-[(3R,5S)-3-(hydroxymethyl)-2-methylisoxazolidin... more Starting from enantiomeric pure 1-[(3S,5R)- and 1-[(3R,5S)-3-(hydroxymethyl)-2-methylisoxazolidin-5-yl]-5-methylpyrimidine-2,4(1H,3H)-diones (-)7a and (+)7b, obtained by lipase-catalyzed resolution, pure diethyl{[(3S,5R)-2-methyl-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)isoxazolidin-3-yl]methyl}phosphonate (-)12a and diethyl{[(3R,5S)-2-methyl-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)isoxazolidin-3-yl]methyl}phosphonate (+)12b have been synthesized. The obtained compounds showed no cytotoxic activity versus the U937 cell line in comparison with AZT, and were poorly able to inhibit HIV infection in vitro.
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ChemInform, 2007
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Merino/Chemical Synthesis of Nucleoside Analogues, 2013
ABSTRACT This chapter covers all the synthetic efforts in the construction of nucleoside analogue... more ABSTRACT This chapter covers all the synthetic efforts in the construction of nucleoside analogues in which the furanose ring is replaced by an alternative heterocyclic system. In this chapter the isoxazolidine nucleosides have been classified depending on the substituents present on the pentatomic ring. Comprehensive literature searches reveal that compounds belonging to classes I to V have been prepared. The first synthetic approach to compounds of 4′-AZA-2′,3′-dideoxynucleosides I were reported in 1992. An efficient synthesis of 3-aryl-substituted derivatives in good yields and short reaction times has been reported. C-Nucleosides have been synthesized according to the 1,3-dipolar cycloaddition methodology. According to the statement that antiviral activity of modified nucleosides is strictly related to their conversion to the triphosphate form, phosphonated N,O nucleosides have been synthesized. Natural psicofuranosyl nucleosides are endowed with interesting biological activities. Different synthetic approaches toward 1′-homo-C- and N-nucleosides have been reported in the literature.
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Tetrahedron Letters, 2011
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The Journal of Organic Chemistry, 2007
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Bioorganic & Medicinal Chemistry, 2011
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Bioorganic & Medicinal Chemistry, 2014
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articles by Salvatore V Giofrè
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Papers by Salvatore V Giofrè
articles by Salvatore V Giofrè