메뉴 건너뛰기




Volumn 36, Issue 10, 2006, Pages 1401-1404

Synthesis of (E)- and (Z)-5-(bromomethylene)furan-2(5H)-one by bromodecarboxylation of (E)-2-(5-oxofuran-2(5H)-ylidene)acetic acid

Author keywords

alkylidene butenolides; Alkenes; Bromodecarboxylation; Carboxylic acids; Halogenations

Indexed keywords

2 (5 OXOFURAN 2(5H)YLIDENE)ACETIC ACID; 5 (BROMOMETHYLENE)FURAN 2(5H)ONE; ACETIC ACID DERIVATIVE; ALKENE; ALKYNE DERIVATIVE; CARBOXYLIC ACID; FURAN; FURAN DERIVATIVE; MALEIC ANHYDRIDE; UNCLASSIFIED DRUG;

EID: 33645575260     PISSN: 00397911     EISSN: 15322432     Source Type: Journal    
DOI: 10.1080/00397910500522108     Document Type: Article
Times cited : (17)

References (17)
  • 1
    • 3042597309 scopus 로고    scopus 로고
    • Synthetic furanones inhibit quorum-sensing and enhance bacterial clearance in Pseudomonas aeruginosa lung infection in mice
    • (a) Wu, H.; Song, Z.; Hentzer, M.; Andersen, J. B.; Molin, S.; Givskov, M.; Høiby, N. Synthetic furanones inhibit quorum-sensing and enhance bacterial clearance in Pseudomonas aeruginosa lung infection in mice. J. Antimicrob. Chemother. 2004, 53, 1054-1061;
    • (2004) J. Antimicrob. Chemother. , vol.53 , pp. 1054-1061
    • Wu, H.1    Song, Z.2    Hentzer, M.3    Andersen, J.B.4    Molin, S.5    Givskov, M.6    Høiby, N.7
  • 2
    • 18944393301 scopus 로고    scopus 로고
    • Inhibition of Bacillus anthracis growth and virulence-gene expression by inhibitors of quorum-sensing
    • (b) Jones, M. B.; Jani, R.; Ren, D.; Wood, T. K.; Blaser, M. J. Inhibition of Bacillus anthracis growth and virulence-gene expression by inhibitors of quorum-sensing. J. Infect. Dis. 2005, 191, 1881-1888;
    • (2005) J. Infect. Dis. , vol.191 , pp. 1881-1888
    • Jones, M.B.1    Jani, R.2    Ren, D.3    Wood, T.K.4    Blaser, M.J.5
  • 3
    • 0033060727 scopus 로고    scopus 로고
    • Evidence that halogenated furanones from Delisea pulchra inhibit acylated homoserine lactone (AHL)-mediated gene expression by displacing the AHL signal from its receptor protein
    • (c) Manefield, M.; de Nys, R.; Kumar, N.; Read, R.; Givskov, M.; Steinberg, P.; Kjelleberg, S. Evidence that halogenated furanones from Delisea pulchra inhibit acylated homoserine lactone (AHL)-mediated gene expression by displacing the AHL signal from its receptor protein. Microbiology 1999, 145, 283-291;
    • (1999) Microbiology , vol.145 , pp. 283-291
    • Manefield, M.1    De Nys, R.2    Kumar, N.3    Read, R.4    Givskov, M.5    Steinberg, P.6    Kjelleberg, S.7
  • 4
    • 0034071162 scopus 로고    scopus 로고
    • Inhibition of luminescence and virulence in the black tiger prawn (Penaeus monodon) pathogen Vibrio harveyi by intercellular signal antagonists
    • (d) Manefield, M.; Harris, L.; Rice, S. A.; de Nys, R.; Kjelleberg, S. Inhibition of luminescence and virulence in the black tiger prawn (Penaeus monodon) pathogen Vibrio harveyi by intercellular signal antagonists. Appl. Environ. Microbiol. 2000, 66, 2079-2084.
    • (2000) Appl. Environ. Microbiol. , vol.66 , pp. 2079-2084
    • Manefield, M.1    Harris, L.2    Rice, S.A.3    De Nys, R.4    Kjelleberg, S.5
  • 6
    • 0030813266 scopus 로고    scopus 로고
    • Reinvestigation of the sulfuric acid-catalysed cyclisation of brominated 2-alkyllevulinic acids to 3-alkyl-5-methylene-2(5H)-furanones
    • (a) Manny, A. J.; Kjelleberg, S.; Kumar, N.; de Nys, R.; Read, R. W.; Steinberg, P. Reinvestigation of the sulfuric acid-catalysed cyclisation of brominated 2-alkyllevulinic acids to 3-alkyl-5-methylene-2(5H)-furanones. Tetrahedron 1997, 53, 15813-15826;
    • (1997) Tetrahedron , vol.53 , pp. 15813-15826
    • Manny, A.J.1    Kjelleberg, S.2    Kumar, N.3    De Nys, R.4    Read, R.W.5    Steinberg, P.6
  • 7
    • 1242318616 scopus 로고    scopus 로고
    • A novel access to γ-alkylide-nebutenolides: Sequential Stille couplings of dibromomethylenebutenolides
    • (b) Sorg, A.; Siegel, K.; Bruckner, R. A novel access to γ-alkylide-nebutenolides: Sequential Stille couplings of dibromomethylenebutenolides. Synlett 2004, 321-325;
    • (2004) Synlett , pp. 321-325
    • Sorg, A.1    Siegel, K.2    Bruckner, R.3
  • 8
    • 14844328693 scopus 로고    scopus 로고
    • Stereoselctive synthesis of dihydroxerulin and xerulinic acid, anti-hypercholesterolemic dyes from the fungus Xerula melanotricha
    • (c) Sorg, A.; Siegel, K.; Brückner, R. Stereoselctive synthesis of dihydroxerulin and xerulinic acid, anti-hypercholesterolemic dyes from the fungus Xerula melanotricha. Chem. Eur. J. 2005, 11, 1610-1624.
    • (2005) Chem. Eur. J. , vol.11 , pp. 1610-1624
    • Sorg, A.1    Siegel, K.2    Brückner, R.3
  • 9
    • 84970582830 scopus 로고
    • The synthesis of 5-oxo-2,5-dihydrofuran-2-ylideneacetic acids
    • Massy-Westropp, R. A.; Price, M. F. The synthesis of 5-oxo-2,5- dihydrofuran-2-ylideneacetic acids. Aust. J. Chem. 1980, 33, 333-341.
    • (1980) Aust. J. Chem. , vol.33 , pp. 333-341
    • Massy-Westropp, R.A.1    Price, M.F.2
  • 10
    • 0001570443 scopus 로고
    • Oxidative halo-decarboxylation of α,β-unsaturated carboxylic acids
    • (a) Graven, A.; Jørgensen, K. A.; Dahl, S.; Stanczak, A. Oxidative halo-decarboxylation of α,β-unsaturated carboxylic acids. J. Org. Chem. 1994, 59, 3543-3546;
    • (1994) J. Org. Chem. , vol.59 , pp. 3543-3546
    • Graven, A.1    Jørgensen, K.A.2    Dahl, S.3    Stanczak, A.4
  • 11
    • 0035137472 scopus 로고    scopus 로고
    • Halodecarboxylation of α,β-unsaturated carboxylic acids bearing aryl and styrenyl group at β-carbon with oxone and sodium halide
    • (b) You, H.-W.; Lee, K.-J. Halodecarboxylation of α,β- unsaturated carboxylic acids bearing aryl and styrenyl group at β-carbon with oxone and sodium halide. Synlett 2001, 105-107;
    • (2001) Synlett , pp. 105-107
    • You, H.-W.1    Lee, K.-J.2
  • 12
    • 0033810348 scopus 로고    scopus 로고
    • Steroselective synthesis of (E)-β-arylvinyl halides by microwave-induced Hunsdiecker reaction
    • (c) Kuang, C.; Senboku, H.; Tokuda, M. Steroselective synthesis of (E)-β-arylvinyl halides by microwave-induced Hunsdiecker reaction. Synlett 2000, 1439-1442;
    • (2000) Synlett , pp. 1439-1442
    • Kuang, C.1    Senboku, H.2    Tokuda, M.3
  • 13
    • 0343114367 scopus 로고    scopus 로고
    • Catalytic Hunsdieckeer reaction and one-pot catalytic Hunsdiecker-Heck strategy: Synthesis of α,β-unsaturated aromatic halides, α-(dihalomethyl)benzenemethanols, 5-aryl-2,4-pentadienoic acids, dienoates and dienamides
    • (d) Naskar, D.; Roy, S. Catalytic Hunsdieckeer reaction and one-pot catalytic Hunsdiecker-Heck strategy: Synthesis of α,β-unsaturated aromatic halides, α-(dihalomethyl)benzenemethanols, 5-aryl-2,4- pentadienoic acids, dienoates and dienamides. Tetrahedron 2000, 56, 1369-1377;
    • (2000) Tetrahedron , vol.56 , pp. 1369-1377
    • Naskar, D.1    Roy, S.2
  • 14
    • 0035944986 scopus 로고    scopus 로고
    • A mild and efficient method for oxidative halodecarboxylation of α,β-unsaturated aromatic acids using lithium bromide/chloride and ceric ammonium nitrate
    • (e) Roy, S. C.; Guin, C.; Maiti, G. A mild and efficient method for oxidative halodecarboxylation of α,β-unsaturated aromatic acids using lithium bromide/chloride and ceric ammonium nitrate. Tetrahedron Lett. 2001, 42, 9253-9255.
    • (2001) Tetrahedron Lett. , vol.42 , pp. 9253-9255
    • Roy, S.C.1    Guin, C.2    Maiti, G.3
  • 15
    • 0033582791 scopus 로고    scopus 로고
    • Halodecarboxylation of α,β-acetylenic and α,β- ethylenic acids
    • (a) Homsi, F.; Rousseau, G. Halodecarboxylation of α,β- acetylenic and α,β-ethylenic acids. Tetrahedron Lett. 1999, 40, 1495-1498;
    • (1999) Tetrahedron Lett. , vol.40 , pp. 1495-1498
    • Homsi, F.1    Rousseau, G.2
  • 16
    • 0035806285 scopus 로고    scopus 로고
    • Convenient and stereoselective synthesis of (Z)-1-bromo-1-alkenes by microwave-induced reaction
    • (b) Kuang, C.; Senboku, H.; Tokuda, M. Convenient and stereoselective synthesis of (Z)-1-bromo-1-alkenes by microwave-induced reaction. Tetrahedron Lett. 2001, 42, 3893-3896.
    • (2001) Tetrahedron Lett. , vol.42 , pp. 3893-3896
    • Kuang, C.1    Senboku, H.2    Tokuda, M.3
  • 17
    • 0033975346 scopus 로고    scopus 로고
    • Halolactonisation of (2Z,4E)-dienoic acids. A novel approach to γ-alkylidene butenolides
    • Roussel, S.; Thibonnet, J.; Abarbi, M.; Duchêne, A.; Parrain, J.-L. Halolactonisation of (2Z,4E)-dienoic acids. A novel approach to γ-alkylidene butenolides. Synlett 2000, 260-262.
    • (2000) Synlett , pp. 260-262
    • Roussel, S.1    Thibonnet, J.2    Abarbi, M.3    Duchêne, A.4    Parrain, J.-L.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.