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Volumn 41, Issue 19, 2011, Pages 2905-2919

NaCl as a novel and green catalyst for the synthesis of biodynamic spiro heterocycles in water under sonication

Author keywords

Green chemistry; Multicomponent reaction; Ring closing metathesis; Sodium chloride; Sonication

Indexed keywords

2 AMINO 5' BROMO 7,7 DIMETHYL 2',5 DIOXO 5,6,7,8 TETRAHYDROSPIRO(CHROMENE 4,3' INDOLINE) 3 CARBONITRILE; 2 AMINO 5' CHLORO 7,7 DIMETHYL 2',5 DIOXO 5,6,7,8 TETRAHYDROSPIRO(CHROMENE 4,3' INDOLINE) 3 CARBONITRILE; 2 AMINO 5',7,7 TRIMETHYL 2',5 DIOXO 5,6,7,8 TETRAHYDROSPIRO(CHROMENE 4,3' INDOLINE) 3 CARBONITRILE; 2 AMINO 7,7 DIMETHYL 2',5 DIOXO 5,6,7,8 TETRAHYDROSPIRO(CHROMENE 4,3' INDOLINE) 3 CARBONITRILE; 6' AMINO 3' METHYL 2 OXO 1' PHENYL 1'H SPIRO(INDOLINE 3,4' PYRANO [2,3 C]PYRAZOLE) 5' CARBONITRILE; 6' AMINO 3' METHYL 5 NITRO 2 OXO 1' PHENYL 1'H SPIRO(INDOLINE 3,4' PYRANO [2,3 C]PYRAZOLE) 5' CARBONITRILE; 6' AMINO 3',5 DIMETHYL 2 OXO 1' PHENYL 1'H SPIRO(INDOLINE 3,4' PYRANO [2,3 C]PYRAZOLE) 5' CARBONITRILE; 6' AMINO 3',5,7 TRIMETHYL 2 OXO 1' PHENYL 1'H SPIRO(INDOLINE 3,4' PYRANO [2,3 C]PYRAZOLE) 5' CARBONITRILE; 6' AMINO 5 BROMO 3' METHYL 2 OXO 1' PHENYL 1'H SPIRO(INDOLINE 3,4' PYRANO [2,3 C]PYRAZOLE) 5' CARBONITRILE; 6' AMINO 5 CHLORO 3' METHYL 2 OXO 1' PHENYL 1'H SPIRO(INDOLINE 3,4' PYRANO [2,3 C]PYRAZOLE) 5' CARBONITRILE; CARBENE; ETHYL 2 AMINO 5' BROMO 7,7 DIMETHYL 2',5 DIOXO 5,6,7,8 TETRAHYDROSPIRO(CHROMENE 4,3' INDOLINE) 3 CARBOXYLATE; ETHYL 2 AMINO 5' BROMO 7,7 TRIMETHYL 2',5 DIOXO 5,6,7,8 TETRAHYDROSPIRO(CHROMENE 4,3' INDOLINE) 3 CARBOXYLATE; ETHYL 2 AMINO 5' CHLORO 7,7 TRIMETHYL 2',5 DIOXO 5,6,7,8 TETRAHYDROSPIRO(CHROMENE 4,3' INDOLINE) 3 CARBOXYLATE; ETHYL 2 AMINO 5',7',7,7 TETRAMETHYL 2',5 DIOXO 5,6,7,8 TETRAHYDROSPIRO(CHROMENE 4,3' INDOLINE) 3 CARBOXYLATE; ETHYL 2 AMINO 5',7,7 TRIMETHYL 2',5 DIOXO 5,6,7,8 TETRAHYDROSPIRO(CHROMENE 4,3' INDOLINE) 3 CARBOXYLATE; ETHYL 2 AMINO 7,7 DIMETHYL 2',5 DIOXO 5,6,7,8 TETRAHYDROSPIRO(CHROMENE 4,3' INDOLINE) 3 CARBOXYLATE; ETHYL 2 AMINO 7,7 DIMETHYL 5' NITRO 2',5 DIOXO 5,6,7,8 TETRAHYDROSPIRO(CHROMENE 4,3' INDOLINE) 3 CARBOXYLATE; ETHYL 6' AMINO 3' METHYL 2 OXO 1' PHENYL 1'H SPIRO(INDOLINE 3,4' PYRANO [2,3 C]PYRAZOLE) 5' CARBOXYLATE; ETHYL 6' AMINO 3' METHYL 5 NITRO 2 OXO 1' PHENYL 1'H SPIRO(INDOLINE 3,4' PYRANO [2,3 C]PYRAZOLE) 5' CARBOXYLATE; ETHYL 6' AMINO 3',5 DIMETHYL 2 OXO 1' PHENYL 1'H SPIRO(INDOLINE 3,4' PYRANO[2,3 C]PYRAZOLE) 5' CARBOXYLATE; ETHYL 6' AMINO 3',5,7 TRIMETHYL 2 OXO 1' PHENYL 1'H SPIRO(INDOLINE 3,4' PYRANO [2,3 C]PYRAZOLE) 5' CARBOXYLATE; ETHYL 6' AMINO 5 BROMO 3' METHYL 2 OXO 1' PHENYL 1'H SPIRO(INDOLINE 3,4' PYRANO [2,3 C]PYRAZOLE) 5' CARBOXYLATE; ETHYL 6' AMINO 5 CHLORO 3' METHYL 2 OXO 1' PHENYL 1'H SPIRO(INDOLINE 3,4' PYRANO [2,3 C]PYRAZOLE) 5' CARBOXYLATE; INDOLE DERIVATIVE; ISATIN; NORPHENAZONE; SODIUM CHLORIDE; UNCLASSIFIED DRUG; UNINDEXED DRUG; WATER;

EID: 79959972208     PISSN: 00397911     EISSN: 15322432     Source Type: Journal    
DOI: 10.1080/00397911.2010.515365     Document Type: Article
Times cited : (46)

References (27)
  • 5
    • 41549125304 scopus 로고    scopus 로고
    • The solvent-free synthesis of 1,4-dihydropyridines under ultrasound irradiation without catalyst
    • Wang, S. X.; Li, Z. Y.; Zhang, J. C.; Li, J. T. The solvent-free synthesis of 1,4-dihydropyridines under ultrasound irradiation without catalyst. Ultrason. Sonochem. 2008, 15, 677-680.
    • (2008) Ultrason. Sonochem. , vol.15 , pp. 677-680
    • Wang, S.X.1    Li, Z.Y.2    Zhang, J.C.3    Li, J.T.4
  • 6
    • 64549117824 scopus 로고    scopus 로고
    • Organic synthesis "on water."
    • Chandra, A.; Fokin, V. V. Organic synthesis "on water." Chem. Rev. 2009, 109, 725-748.
    • (2009) Chem. Rev. , vol.109 , pp. 725-748
    • Chandra, A.1    Fokin, V.V.2
  • 7
    • 70449382104 scopus 로고    scopus 로고
    • Asymmetric syntheses of oxindole and indole spirocyclic alkaloid natural products
    • Trost, B. M.; Brennan, M. K. Asymmetric syntheses of oxindole and indole spirocyclic alkaloid natural products. Synthesis 2009, 18, 3003-3025.
    • (2009) Synthesis , vol.18 , pp. 3003-3025
    • Trost, B.M.1    Brennan, M.K.2
  • 8
    • 36749025633 scopus 로고    scopus 로고
    • Pyrrolidinyl-spirooxindole natural products as inspirations for the development of potential therapeutic agents
    • DOI 10.1002/anie.200701342
    • Galliford, C. V.; Scheidt, K. A. Pyrrolidinyl-spirooxindole natural products as inspirations for the development of potential therapeutic agents. Angew. Chem. Int. Ed. 2007, 46, 8748-8758. (Pubitemid 350207923)
    • (2007) Angewandte Chemie - International Edition , vol.46 , Issue.46 , pp. 8748-8758
    • Galliford, C.V.1    Scheidt, K.A.2
  • 9
    • 0038392407 scopus 로고    scopus 로고
    • Construction of spiro[pyrrolidine-3,3'-oxindoles]-Recent applications to the synthesis of oxindole alkaloids
    • Marti, C.; Carreira, E. M. Construction of spiro[pyrrolidine-3,30- oxindoles]-Recent applications to the synthesis of oxindole alkaloids. Eur. J. Org. Chem. 2003, 63, 2209-2219.
    • (2003) Eur. J. Org. Chem. , vol.63 , pp. 2209-2219
    • Marti, C.1    Carreira, E.M.2
  • 10
    • 0030062254 scopus 로고    scopus 로고
    • Oxindole alkaloids from alstonia Macrophylla
    • Wong, W. H.; Lim, P. B.; Chuah, C. H. Oxindole alkaloids from Alstonia Macrophylla. Phytochemistry 1996, 41, 313-315.
    • (1996) Phytochemistry , vol.41 , pp. 313-315
    • Wong, W.H.1    Lim, P.B.2    Chuah, C.H.3
  • 11
    • 0017821908 scopus 로고
    • Biomimetic transformations among monomeric macroline-related indole alkaloids
    • Garnick, R. L.; Lequesne, P. W. Biomimetic transformations among monomeric macroline-related indole alkaloids. J. Am. Chem. Soc. 1978, 100, 4213-4219. (Pubitemid 8385075)
    • (1978) Journal of the American Chemical Society , vol.100 , Issue.13 , pp. 4213-4219
    • Garnick, R.L.1    Le Quesne, P.W.2
  • 13
    • 37049101370 scopus 로고
    • Gardneria alkaloids part 13: Structure of gardmultine and demethoxygardmultine; bis- Type indole alkaloids of Gardneria multiflora Makino
    • Sakai, S.; Aimi, N.; Yamaguchi, K.; Yamanaka, E.; Haginiwa, J. Gardneria Alkaloids, part 13: Structure of gardmultine and demethoxygardmultine; bis- type indole alkaloids of Gardneria multiflora Makino. J. Chem. Soc., Perkin Trans. 1 1982, 1257-1262.
    • (1982) J. Chem. Soc. Perkin Trans. , vol.1 , pp. 1257-1262
    • Sakai, S.1    Aimi, N.2    Yamaguchi, K.3    Yamanaka, E.4    Haginiwa, J.5
  • 14
    • 35548943623 scopus 로고    scopus 로고
    • Synthesis and molluscicidal activity of new chromene and pyrano[2,3-c]pyrazole derivatives
    • DOI 10.1002/ardp.200700157
    • Abdelrazek, F. M.; Metz, P.; Kataeva, O.; Jager, A.; El-Mahrouky, S. F. Synthesis and molluscicidal activity of new chromene and pyrano[2,3-c]pyrazole derivatives. Arch.Pharm. Chem. Life Sci. 2007, 340, 543-548. (Pubitemid 350007052)
    • (2007) Archiv der Pharmazie , vol.340 , Issue.10 , pp. 543-548
    • Abdelrazek, F.M.1    Metz, P.2    Kataeva, O.3    Jager, A.4    El-Mahrouky, S.F.5
  • 15
    • 33646572952 scopus 로고    scopus 로고
    • Synthesis and antimicrobial activity of pyrano[2,3-c]pyrazole derivatives
    • Patel, H. D.; Mistry, B. D.; Desai, K. R. Synthesis and antimicrobial activity of pyrano[ 2,3-c]pyrazole derivatives. Oriental. J. Chem. 2003, 19, 497-498.
    • (2003) Oriental. J. Chem. , vol.19 , pp. 497-498
    • Patel, H.D.1    Mistry, B.D.2    Desai, K.R.3
  • 16
    • 0032747556 scopus 로고    scopus 로고
    • Synthesis and pharmacological evaluation of some pyrano[2,3-c]pyrazole derivatives of analgesic and antiinflammatory profiles
    • Abdallah, N. A.; Zaki, M. E. A. Synthesis and pharmacological evaluation of some pyrano[2,3-c]pyrazole derivatives of analgesic and antiinflamatory profiles. Acta Pharm. 1999, 49, 159-170. (Pubitemid 29529750)
    • (1999) Acta Pharmaceutica , vol.49 , Issue.3 , pp. 159-170
    • Abdallah, N.A.1    Zaki, M.E.A.2
  • 17
    • 33745785038 scopus 로고    scopus 로고
    • Meldrum's acid in multicomponent reactions: Applications to combinatorial and diversity-oriented synthesis
    • DOI 10.1002/qsar.200540212
    • Gerencser, J.; Dorman, G.; Darvas, F. Meldrum's acid in multicomponent reactions: Applications to combinatorial and diversity-oriented synthesis. QSAR Comb. Sci. 2006, 439-448. (Pubitemid 44022720)
    • (2006) QSAR and Combinatorial Science , vol.25 , Issue.5-6 , pp. 439-448
    • Gerencser, J.1    Dorman, G.2    Darvas, F.3
  • 18
    • 17144366282 scopus 로고    scopus 로고
    • Asymmetric multicomponent reactions (AMCRs): The new frontier
    • Ramon, D. J.; Yus, M. Asymmetric multicomponent reactions (AMCRs): The new frontier. Angew. Chem. Int. Ed. 2005, 44, 1602-1634.
    • (2005) Angew. Chem. Int. Ed. , vol.44 , pp. 1602-1634
    • Ramon, D.J.1    Yus, M.2
  • 19
    • 0142089201 scopus 로고    scopus 로고
    • Facile microwave-assisted one-pot solid phase synthesis of spiro[3H-indole-3,4′-pyrazolo[3,4-b] pyridines]
    • Dandia, A.; Arya, K.; Sati, M.; Sharma, R. Facile microwave-assisted one-pot Solid-phase synthesis of spiro[3H-indole-3,4′-pyrazolo[3,4-b] pyridines]. Heterocycl. Commun. 2003, 9, 415-420. (Pubitemid 37266860)
    • (2003) Heterocyclic Communications , vol.9 , Issue.4 , pp. 415-420
    • Dandia, A.1    Arya, K.2    Sati, M.3    Sharma, R.4
  • 20
    • 29144497343 scopus 로고    scopus 로고
    • Microwave promoted and improved thermal synthesis of spiro[indole- pyranobenzopyrans] and spiro[indole-pyranoimidazoles]
    • Dandia, A.; Singh, R.; Sachdeva, H.; Gupta, R.; Paul, S. Microwave-promoted and improved thermal synthesis of spiro-[indole pyranobenzopyrans] and spiro[indolepyranoimidazoles]. J. Chin. Chem. Soc. 2003, 50, 273-278. (Pubitemid 43658549)
    • (2003) Journal of the Chinese Chemical Society , vol.50 , Issue.2 , pp. 273-278
    • Dandia, A.1    Singh, R.2    Sachdeva, H.3    Gupta, R.4    Paul, S.5
  • 21
    • 0000524919 scopus 로고
    • Studies in spiroheterocycles, part XVII: Synthesis of novel fluorine containing spiro[indole pyranobenzopyran] and spiro- [indenopyran-indole] derivatives
    • Joshi, K. C.; Dandia, A.; Baweja, S.; Joshi, A. Studies in spiroheterocycles, part XVII: Synthesis of novel fluorine containing spiro[indole pyranobenzopyran] and spiro- [indenopyran-indole]derivatives. J. Heterocycl. Chem. 1989, 26, 1097-1099.
    • (1989) J. Heterocycl. Chem. , vol.26 , pp. 1097-1099
    • Joshi, K.C.1    Dandia, A.2    Baweja, S.3    Joshi, A.4
  • 22
    • 34547586034 scopus 로고    scopus 로고
    • A simple and clean procedure for three-component synthesis of spirooxindoles in aqueous medium
    • DOI 10.1016/j.tet.2007.06.113, PII S004040200701191X
    • Zhu, S. L.; Ji, S. J.; Zhang, Y. A simple and clean procedure for three-component synthesis of spirooxindoles in aqueous medium. Tetrahedron 2007, 63, 9365-9372. (Pubitemid 47198700)
    • (2007) Tetrahedron , vol.63 , Issue.38 , pp. 9365-9372
    • Zhu, S.-L.1    Ji, S.-J.2    Zhang, Y.3
  • 23
    • 33846382304 scopus 로고    scopus 로고
    • 3-catalyzed, facile and efficient method for the synthesis of spirooxindoles under conventional and solvent-free microwave conditions
    • DOI 10.1016/j.tet.2006.12.042, PII S0040402006020072
    • 3-catalyzed, facile, and efficient method for the synthesis of spirooxindoles under conventional and solvent-free microwave conditions. Tetrahedron 2007, 63, 2057-2063. (Pubitemid 46136357)
    • (2007) Tetrahedron , vol.63 , Issue.9 , pp. 2057-2063
    • Shanthi, G.1    Subbulakshmi, G.2    Perumal, P.T.3
  • 24
    • 58849137831 scopus 로고    scopus 로고
    • Electrocatalytic multicomponent assembling of isatins,3-methyl-2- pyrazolin-5-ones and malononitrile: Facile and convenient way to functionalized spirocyclic [indole-3,4′-pyrano[2,3-c]pyrazole] system
    • Elinson, M. N.; Dorofeev, A. S.; Miloserdov, F. M.; Nikishin, G. I. Electrocatalytic multicomponent assembling of isatins,3-methyl-2-pyrazolin-5- ones and malononitrile: Facile and convenient way to functionalized spirocyclic [indole-3,4′-pyrano[2,3-c]pyrazole] system. Mol. Divers. 2009, 13, 47-52.
    • (2009) Mol. Divers. , vol.13 , pp. 47-52
    • Elinson, M.N.1    Dorofeev, A.S.2    Miloserdov, F.M.3    Nikishin, G.I.4
  • 25
    • 34548314643 scopus 로고    scopus 로고
    • Electrocatalytic multicomponent transformation of cyclic 1,3-diketones, isatins, and malononitrile: facile and convenient way to functionalized spirocyclic (5,6,7,8-tetrahydro-4H-chromene)-4,3′-oxindole system
    • DOI 10.1016/j.tet.2007.07.080, PII S0040402007013312
    • Elinson, M. N.; Ilovaisky, A. L.; Dorofeev, A. S.; Merkulova, V. M.; Stepanov, N. O.; Miloserdov, F. M.; Ogibin, Y. N.; Nikishin, G. I. Electrocatalytic multicomponent transformation of cyclic 1, 3-diketones, isatins, and malononitrile: Facile and convenient way to functionalized spirocyclic (5,6,7,8-tetrahydro-4H-chromene)-4,3′-oxindole system. Tetrahedron 2007, 63, 10543-10548. (Pubitemid 47348039)
    • (2007) Tetrahedron , vol.63 , Issue.42 , pp. 10543-10548
    • Elinson, M.N.1    Ilovaisky, A.I.2    Dorofeev, A.S.3    Merkulova, V.M.4    Stepanov, N.O.5    Miloserdov, F.M.6    Ogibin, Y.N.7    Nikishin, G.I.8
  • 26
    • 71749115042 scopus 로고    scopus 로고
    • Ultrasound-promoted greener synthesis of spiro[indole-3,5′-[1,3] oxathiolanes in water
    • Dandia, A.; Singh, R.; Bhaskaran, S. Ultrasound-promoted greener synthesis of spiro[indole-3,5′-[1,3]oxathiolanes in water. Ultrason. Sonochem. 2010, 17, 399-402.
    • (2010) Ultrason. Sonochem. , vol.17 , pp. 399-402
    • Dandia, A.1    Singh, R.2    Bhaskaran, S.3
  • 27
    • 37549013747 scopus 로고    scopus 로고
    • The expedient synthesis of 1,5-benzothiazepines as a family of cytotoxic drugs. Bioorg
    • Dandia, A.; Arya, K. The expedient synthesis of 1,5-benzothiazepines as a family of cytotoxic drugs. Bioorg. Med. Chem. Lett. 2008, 18, 114-119.
    • (2008) Med. Chem. Lett. , vol.18 , pp. 114-119
    • Dandia, A.1    Arya, K.2


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