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Volumn 40, Issue 13, 2010, Pages 1895-1898

Molecular iodine-catalyzed, mild, effective, ecofriendly, microwave-assisted, one-pot synthesis of 5-arylmethylidene-2-phenyloxazol-4-ones (Azalactones) under solvent-free conditions

Author keywords

Azalactones; Microwave assisted synthesis; Molecular iodine; Solvent free condition

Indexed keywords

BENZENE DERIVATIVE; IODINE; SOLVENT;

EID: 77953387916     PISSN: 00397911     EISSN: 15322432     Source Type: Journal    
DOI: 10.1080/00397910903162783     Document Type: Article
Times cited : (19)

References (18)
  • 1
    • 0025821082 scopus 로고
    • Studies on the antibacterial action of novel gem-diphenyl-spiro- cyclopropano-oxazolones and 2-aryl(alkyl)-4-ylidene-oxazol-5-ones
    • (a) Lalitha, N.; Annapurna, J.; Iyengar, D. S.; Bhaleras, U. T. Studies on the antibacterial action of novel gem-diphenyl-spiro-cyclopropano-oxazolones and 2-aryl(alkyl)-4-ylidene-oxazol-5-ones. Arzneimittel Forschung 1991, 41(8), 827-830;
    • (1991) Arzneimittel Forschung , vol.41 , Issue.8 , pp. 827-830
    • Lalitha, N.1    Annapurna, J.2    Iyengar, D.S.3    Bhaleras, U.T.4
  • 2
    • 0347115939 scopus 로고    scopus 로고
    • Synthesis of [1,3,4]-thiadiazolo-[3,2-a]-pyrimidines in the presence of formic acid
    • (b) Takenaka, K.; Tadakazu, T. Synthesis of [1,3,4]-thiadiazolo-[3,2-a]- pyrimidines in the presence of formic acid. J. Heterocycl. Chem. 1996, 33(4), 1367-1370.
    • (1996) J. Heterocycl. Chem. , vol.33 , Issue.4 , pp. 1367-1370
    • Takenaka, K.1    Tadakazu, T.2
  • 4
    • 33746031797 scopus 로고    scopus 로고
    • Oxazolones: New tyrosinase inhibitors: Synthesis and their structure-activity relationships
    • (b) Khan, K. M.; Mughal, U. R.; Khan, M. T. H.; Ullah, Z.; Perveen, S.; Choudhary, M. I. Oxazolones: New tyrosinase inhibitors: Synthesis and their structure-activity relationships. Bioorg. Med. Chem. 2006, 14(17), 6027-6033;
    • (2006) Bioorg. Med. Chem. , vol.14 , Issue.17 , pp. 6027-6033
    • Khan, K.M.1    Mughal, U.R.2    Khan, M.T.H.3    Ullah, Z.4    Perveen, S.5    Choudhary, M.I.6
  • 5
    • 0041330189 scopus 로고    scopus 로고
    • Synthesis and characterization of 4-ethoxymethylene-2-[1]-naphthyl-5(4H)- oxazolone and its fluorescent amino acid derivatives
    • (c) Koczan, G.; Csik, G.; Csampai, A.; Balog, E.; Bosze, S.; Sohar, P.; Hudecz, F. Synthesis and characterization of 4-ethoxymethylene-2-[1]-naphthyl- 5(4H)-oxazolone and its fluorescent amino acid derivatives. Tetrahedron 2001, 57, 4589-4598;
    • (2001) Tetrahedron , vol.57 , pp. 4589-4598
    • Koczan, G.1    Csik, G.2    Csampai, A.3    Balog, E.4    Bosze, S.5    Sohar, P.6    Hudecz, F.7
  • 6
    • 0034066185 scopus 로고    scopus 로고
    • Synthesis of conformationally constrained hydroxy-a-amino acids by intramolecular conjugate addition
    • (d) Avenoza, A.; Busto, J. H.; Cativiela, C.; Peregrina, J. M. Synthesis of conformationally constrained hydroxy-a-amino acids by intramolecular conjugate addition. Amino Acids 2000, 18, 117-137;
    • (2000) Amino Acids , vol.18 , pp. 117-137
    • Avenoza, A.1    Busto, J.H.2    Cativiela, C.3    Peregrina, J.M.4
  • 7
    • 4644324049 scopus 로고    scopus 로고
    • Study of the effect of the nature of the side chain in esters of a-amino acids on the diastereoselectivity of condensation with 5(4H)-oxazolone in the synthesis of dipeptides with N-terminal-N-acetylphenylalanine
    • (e) Krasnov, V. P.; Zhdanova, E. A.; Solieva, N. Z.; Sadretdinova, L. S.; Bukrina, I. M.; Demin, A. M.; Levit, G. L.; Ezhikova, M. A.; Kodess, M. I. Study of the effect of the nature of the side chain in esters of a-amino acids on the diastereoselectivity of condensation with 5(4H)-oxazolone in the synthesis of dipeptides with N-terminal-N-acetylphenylalanine. Russ. Chem. Bull., Int. Ed. 2004, 53(6), 1331-1334;
    • (2004) Russ. Chem. Bull. Int. Ed. , vol.53 , Issue.6 , pp. 1331-1334
    • Krasnov, V.P.1    Zhdanova, E.A.2    Solieva, N.Z.3    Sadretdinova, L.S.4    Bukrina, I.M.5    Demin, A.M.6    Levit, G.L.7    Ezhikova, M.A.8    Kodess, M.I.9
  • 8
    • 0040844737 scopus 로고
    • Ring transformation of Michael adducts of 4-benzylidene-5-oxazolones and 3-mercapto-s-triazoles to 2 3-dihydro-4H-s-triazolo[3,4-b][1,3]thiazin-4-ones with some antifungal activity
    • (f) Yadav, L. D. S.; Misra, A. R.; Singh, H. Ring transformation of Michael adducts of 4-benzylidene-5-oxazolones and 3-mercapto-s-triazoles to 2,3-dihydro-4H-s-triazolo[3,4-b][1,3]thiazin-4-ones with some antifungal activity. J. Agric. Food Chem. 1988, 36(3), 633-636.
    • (1988) J. Agric. Food Chem. , vol.36 , Issue.3 , pp. 633-636
    • Yadav, L.D.S.1    Misra, A.R.2    Singh, H.3
  • 9
    • 57649096253 scopus 로고    scopus 로고
    • A suitable synthesis of azlactones (4-benzylidene-2-phenyloxazolin-5-ones and 4-alkylidene-2-pheny-loxazolin-5-ones) catalyzed by silica-alumina supported heteropolyacids
    • references cited therein
    • (a) Romanelli, G.; Autino, J. C.; Vazquez, P.; Pizzio, L.; Blanco, M.; Caceres, C. A suitable synthesis of azlactones (4-benzylidene-2-phenyloxazolin- 5-ones and 4-alkylidene-2-pheny-loxazolin-5-ones) catalyzed by silica-alumina supported heteropolyacids. Appl. Catal. A: Gen. 2009, 352, 208-213, and references cited therein;
    • (2009) Appl. Catal. A: Gen , vol.352 , pp. 208-213
    • Romanelli, G.1    Autino, J.C.2    Vazquez, P.3    Pizzio, L.4    Blanco, M.5    Caceres, C.6
  • 10
    • 58149234164 scopus 로고    scopus 로고
    • 40), samarium, and ruthenium(III) chloride catalyzed synthesis of unsaturated 2-phenyl-5(4H)-oxazolone derivatives under solvent-free conditions
    • references cited therein
    • 40), samarium, and ruthenium(III) chloride catalyzed synthesis of unsaturated 2-phenyl-5(4H)-oxazolone derivatives under solvent-free conditions. Molecules 2008, 13, 3246-3252, and references cited therein;
    • (2008) Molecules , vol.13 , pp. 3246-3252
    • Tikdari, A.M.1    Fozooni, S.2    Hamidian, H.3
  • 11
    • 0033555849 scopus 로고    scopus 로고
    • 5(4H)-Oxazolones, part XIII: A new synthesis of 4-ylidene-5(4H)- oxazolones by the Stille reaction
    • (c) Beecalli, E. M.; Clerici, F.; Gelmi, M. L. 5(4H)-Oxazolones, part XIII: A new synthesis of 4-ylidene-5(4H)-oxazolones by the Stille reaction. Tetrahedron 1999, 55, 781-786.
    • (1999) Tetrahedron , vol.55 , pp. 781-786
    • Beecalli, E.M.1    Clerici, F.2    Gelmi, M.L.3
  • 12
    • 33846240529 scopus 로고    scopus 로고
    • Molecular iodine catalyzed synthesis of aryl-14H-dibenzo[a,j]xanthenes under solvent-free condition
    • (a) Pasha, M. A.; Jayashankara, V. P. Molecular iodine catalyzed synthesis of aryl-14H-dibenzo[a,j]xanthenes under solvent-free condition. Bioorg. Med. Chem. Lett. 2007, 17, 621-623;
    • (2007) Bioorg. Med. Chem. Lett. , vol.17 , pp. 621-623
    • Pasha, M.A.1    Jayashankara, V.P.2
  • 13
    • 34248587905 scopus 로고    scopus 로고
    • A simple and efficient procedure for the one-pot synthesis of b-acetamido-b-aryl-propiophenones by molecular iodine-catalyzed tandem reaction
    • (b) Pasha, M. A.; Jayashankara, V. P.; Swamy, N. R. A simple and efficient procedure for the one-pot synthesis of b-acetamido-b-aryl- propiophenones by molecular iodine-catalyzed tandem reaction. Synth. Commun. 2007, 37, 1551-1556;
    • (2007) Synth. Commun. , vol.37 , pp. 1551-1556
    • Pasha, M.A.1    Jayashankara, V.P.2    Swamy, N.R.3
  • 14
    • 34548202217 scopus 로고    scopus 로고
    • Synthesis of aa-bis(arylmethylidene)cycloalkanones catalyzed by molecular iodine: An improved procedure for the Claisen-Schmidt condensation
    • (c) Pasha, M. A.; Jayashankara, V. P. Synthesis of a,a- bis(arylmethylidene)cycloalkanones catalyzed by molecular iodine: An improved procedure for the Claisen-Schmidt condensation. Indian J. Chem. 2007, 46B, 1025-1027;
    • (2007) Indian J. Chem. , vol.46 B , pp. 1025-1027
    • Pasha, M.A.1    Jayashankara, V.P.2
  • 15
    • 33646811830 scopus 로고    scopus 로고
    • Efficient synthesis of N,N-disubstituted ureas=thioureas catalyzed by iodine
    • (d) Pasha, M. A.; Jayashankara, V. P. Efficient synthesis of N,N-disubstituted ureas=thioureas catalyzed by iodine. Synth. Commun. 2006, 36, 1787-1793;
    • (2006) Synth. Commun. , vol.36 , pp. 1787-1793
    • Pasha, M.A.1    Jayashankara, V.P.2
  • 18
    • 67651120410 scopus 로고    scopus 로고
    • Zinc oxide (ZnO): An efficient catalyst for the synthesis of 4-arylidene-2-phenyl-5(4H)-oxazolones having antimicrobial activity
    • Pasha, M. A.; Jayashankara, V. P.; Venugopala, K. N.; Rao, G. K. Zinc oxide (ZnO): An efficient catalyst for the synthesis of 4-arylidene-2-phenyl- 5(4H)-oxazolones having antimicrobial activity. J. Pharmacol. Toxicol. 2007, 2(3), 264-270.
    • (2007) J. Pharmacol. Toxicol. , vol.2 , Issue.3 , pp. 264-270
    • Pasha, M.A.1    Jayashankara, V.P.2    Venugopala, K.N.3    Rao, G.K.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.