How to cite this paper
Kale, S., Kahandal, S., Disale, S & Jayaram, R. (2012). Conventional and microwave-assisted multicomponent reaction of alkyne, halide and sodium azide catalyzed by copper apatite as heterogeneous base and catalyst in water.Current Chemistry Letters, 1(2), 69-80.
Refrences
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2. Chao-jun, L. (2005) Organic Reactions in Aqueous Media with a Focus on Carbon?Carbon Bond Formations:? A Decade Update. Chem. Rev., 105, 3095-3166.
3. Hiddesh, H. (1995) Heterogeneous Basic Catalysis. Chem. Rev., 95, 537-550.
4. Buckle, D. R.; Rockell, C. J.; Smith, H.; Spicer, B. A. (1983) Studies on v-triazoles. 7. Antiallergic 9-oxo-1H, 9H-benzopyrano [2,3-d]-v-triazoles. J. Med. Chem., 26, 251-254.
5. Damodiran, M.; Muralidharan D.; Paramasivan T. (2009) Regioselective synthesis and biological evaluation of bis(indolyl) methane derivatized 1,4-disubstituted 1,2,3-bistriazoles as anti-infective agents. Bioorg. Med. Chem. Lett., 19, 3611-3614.
6. Alvarez, R.; Velazquez, S.; San-Felix, A.; Aquaro, S.; De Clercq, E.; Perno, C. F.; Karlsson, A.; Balzarini, J.; Camarasa, M. J. (1994) 1,2,3-Triazole-[2,5-Bis-O-(tert-butyldimethylsilyl)-.beta.-D-ribofuranosyl]-3 & apos; -spiro-5 ' -(4 ' -amino-1 ' ,2 ' -oxathiole 2 ' ,2 ' -dioxide) (TSAO) Analogs: Synthesis and Anti-HIV-1 Activity. J. Med. Chem., 37, 4185-4194.
7. Genin, M. J.; Allwine, D. A.; Anderson, D. J.; Barbachyn, M. R.; Emmert, D. E.; Garmon, S. A.; Graber, D. R.; Grega, K. C.; Hester, J. B.; Hutchinson, D. K.; Morris, J.; Reischer, R. J.; Zurenko, G. E.; Hamel, J. C.; Schadt, R. D.; Stapert, D.; Yagi, B. H. (2000) J. Med. Chem., 43, 953-970.
8. Chassaing, S.; Kumarraja, M.; Sido, A. S.; Pale, P.; Sommer, J. (2007) Click Chemistry in CuI-zeolites:? The Huisgen [3 + 2]-Cycloaddition. Org. Lett., 9, 883-886.
9. Lipshutz, B. H.; Taft, B. R. (2006) Heterogeneous Copper-in-Charcoal-Catalyzed Click Chemistry. Angew. Chem., Int. Ed., 45, 8235-8238.
10. Zhang, L.; Chen, X.; Xue, P.; Sun, H. H. Y.; Williams, I. D.; Sharpless, K. B.; Fokin V.V.; Jia G. (2005) Ruthenium-Catalyzed Cycloaddition of Alkynes and Organic Azides. J. Am. Chem. Soc., 127, 15998-15999.
11. Beckmann, H. S. G.; Wittmann, V. (2007) One-Pot Procedure for Diazo Transfer and Azide?Alkyne Cycloaddition:? Triazole Linkages from Amines. Org. Lett., 9, 1-4.
12. Stan, G.; Brian, H. M.; Peter, J. L. M. Q.; Harlof , C. P. F. R.; Roel, W. W.; Richard, H.B.; Floris, L.V. D.; Floris, P. J. T. R. (2006) Chemoenzymatic Synthesis of Triazole-Linked Glycopeptides. Synthesis, 18, 3146-3152.
13. Karol, K. (2005) Efficient One-Pot Synthesis of 1,2,3-Triazoles from Benzyl and Alkyl Halides. Synlett, 16, 6, 943-946.
14. Alexandru, G.; Erick, C. Y.; Joachim, H.; Willi, B.; Narasaiah, B.; Oliver, R. (2006) A Facile Strategy to a New Fluorous-Tagged, Immobilized TEMPO Catalyst Using a Click Reaction, and Its Catalytic Activity. Synlett, 2767-2770.
15. Reddy, K. R.; Rajgopal, K.; Kantam, M. L. (2007) Copper-alginates: a biopolymer supported Cu(II) catalyst for 1,3-dipolar cycloaddition of alkynes with azides and oxidative coupling of 2-naphthols and phenols in water. Catal. Lett., 114, 36?40.
16. Sharghi, H.; Khalifeh, R.; Doroodmand, M. M. (2009) Copper Nanoparticles on Charcoal for Multicomponent Catalytic Synthesis of 1,2,3-Triazole Derivatives from Benzyl Halides or Alkyl Halides, Terminal Alkynes and Sodium Azide in Water as a “Green” Solvent. Adv. Synth. Cat., 351, 207-218.
17. Namitharan, K.; Kumarraja, M.; Pitchumani, K. (2009) CuII–Hydrotalcite as an Efficient Heterogeneous Catalyst for Huisgen [3+2] Cycloaddition. Chem. - Eur. J., 15, 2755-2758.
18. Sarmiento-Sanchez, J. I.; Ochoa-Teran, A.; Rivero, I. A. (2011) Conventional and microwave assisted synthesis of 1,4-disubstituted 1,2,3-triazoles from Huisgen cycloaddition. Arkivoc, 9,177-188.
19. Mori K.; Yamaguchi, K.; Takayoshi, H.; Mizugaki, T.; Ebitani, K.; Kaneda K. (2002) Controlled Synthesis of Hydroxyapatite-Supported Palladium Complexes as Efficient Heterogeneous Catalyst. J. Am. Chem. Soc., 124, 11572–11573.
20. Choudary, B. M.; Sridhar, C.; Kantam, M. L.; Sreedhar, B. (2004) Hydroxyapatite supported copper catalyst for effective three-component coupling. Tetrahedron Lett., 45, 7319-7321.
21. Chaudhari, P. S.; Salim, S. D.; Sawant R. V.; Akamanchi K. G. (2010) Sulfated tungstate: a new solid heterogeneous catalyst for amide synthesis. Green Chem., 12, 1707–1710.
2. Chao-jun, L. (2005) Organic Reactions in Aqueous Media with a Focus on Carbon?Carbon Bond Formations:? A Decade Update. Chem. Rev., 105, 3095-3166.
3. Hiddesh, H. (1995) Heterogeneous Basic Catalysis. Chem. Rev., 95, 537-550.
4. Buckle, D. R.; Rockell, C. J.; Smith, H.; Spicer, B. A. (1983) Studies on v-triazoles. 7. Antiallergic 9-oxo-1H, 9H-benzopyrano [2,3-d]-v-triazoles. J. Med. Chem., 26, 251-254.
5. Damodiran, M.; Muralidharan D.; Paramasivan T. (2009) Regioselective synthesis and biological evaluation of bis(indolyl) methane derivatized 1,4-disubstituted 1,2,3-bistriazoles as anti-infective agents. Bioorg. Med. Chem. Lett., 19, 3611-3614.
6. Alvarez, R.; Velazquez, S.; San-Felix, A.; Aquaro, S.; De Clercq, E.; Perno, C. F.; Karlsson, A.; Balzarini, J.; Camarasa, M. J. (1994) 1,2,3-Triazole-[2,5-Bis-O-(tert-butyldimethylsilyl)-.beta.-D-ribofuranosyl]-3 & apos; -spiro-5 ' -(4 ' -amino-1 ' ,2 ' -oxathiole 2 ' ,2 ' -dioxide) (TSAO) Analogs: Synthesis and Anti-HIV-1 Activity. J. Med. Chem., 37, 4185-4194.
7. Genin, M. J.; Allwine, D. A.; Anderson, D. J.; Barbachyn, M. R.; Emmert, D. E.; Garmon, S. A.; Graber, D. R.; Grega, K. C.; Hester, J. B.; Hutchinson, D. K.; Morris, J.; Reischer, R. J.; Zurenko, G. E.; Hamel, J. C.; Schadt, R. D.; Stapert, D.; Yagi, B. H. (2000) J. Med. Chem., 43, 953-970.
8. Chassaing, S.; Kumarraja, M.; Sido, A. S.; Pale, P.; Sommer, J. (2007) Click Chemistry in CuI-zeolites:? The Huisgen [3 + 2]-Cycloaddition. Org. Lett., 9, 883-886.
9. Lipshutz, B. H.; Taft, B. R. (2006) Heterogeneous Copper-in-Charcoal-Catalyzed Click Chemistry. Angew. Chem., Int. Ed., 45, 8235-8238.
10. Zhang, L.; Chen, X.; Xue, P.; Sun, H. H. Y.; Williams, I. D.; Sharpless, K. B.; Fokin V.V.; Jia G. (2005) Ruthenium-Catalyzed Cycloaddition of Alkynes and Organic Azides. J. Am. Chem. Soc., 127, 15998-15999.
11. Beckmann, H. S. G.; Wittmann, V. (2007) One-Pot Procedure for Diazo Transfer and Azide?Alkyne Cycloaddition:? Triazole Linkages from Amines. Org. Lett., 9, 1-4.
12. Stan, G.; Brian, H. M.; Peter, J. L. M. Q.; Harlof , C. P. F. R.; Roel, W. W.; Richard, H.B.; Floris, L.V. D.; Floris, P. J. T. R. (2006) Chemoenzymatic Synthesis of Triazole-Linked Glycopeptides. Synthesis, 18, 3146-3152.
13. Karol, K. (2005) Efficient One-Pot Synthesis of 1,2,3-Triazoles from Benzyl and Alkyl Halides. Synlett, 16, 6, 943-946.
14. Alexandru, G.; Erick, C. Y.; Joachim, H.; Willi, B.; Narasaiah, B.; Oliver, R. (2006) A Facile Strategy to a New Fluorous-Tagged, Immobilized TEMPO Catalyst Using a Click Reaction, and Its Catalytic Activity. Synlett, 2767-2770.
15. Reddy, K. R.; Rajgopal, K.; Kantam, M. L. (2007) Copper-alginates: a biopolymer supported Cu(II) catalyst for 1,3-dipolar cycloaddition of alkynes with azides and oxidative coupling of 2-naphthols and phenols in water. Catal. Lett., 114, 36?40.
16. Sharghi, H.; Khalifeh, R.; Doroodmand, M. M. (2009) Copper Nanoparticles on Charcoal for Multicomponent Catalytic Synthesis of 1,2,3-Triazole Derivatives from Benzyl Halides or Alkyl Halides, Terminal Alkynes and Sodium Azide in Water as a “Green” Solvent. Adv. Synth. Cat., 351, 207-218.
17. Namitharan, K.; Kumarraja, M.; Pitchumani, K. (2009) CuII–Hydrotalcite as an Efficient Heterogeneous Catalyst for Huisgen [3+2] Cycloaddition. Chem. - Eur. J., 15, 2755-2758.
18. Sarmiento-Sanchez, J. I.; Ochoa-Teran, A.; Rivero, I. A. (2011) Conventional and microwave assisted synthesis of 1,4-disubstituted 1,2,3-triazoles from Huisgen cycloaddition. Arkivoc, 9,177-188.
19. Mori K.; Yamaguchi, K.; Takayoshi, H.; Mizugaki, T.; Ebitani, K.; Kaneda K. (2002) Controlled Synthesis of Hydroxyapatite-Supported Palladium Complexes as Efficient Heterogeneous Catalyst. J. Am. Chem. Soc., 124, 11572–11573.
20. Choudary, B. M.; Sridhar, C.; Kantam, M. L.; Sreedhar, B. (2004) Hydroxyapatite supported copper catalyst for effective three-component coupling. Tetrahedron Lett., 45, 7319-7321.
21. Chaudhari, P. S.; Salim, S. D.; Sawant R. V.; Akamanchi K. G. (2010) Sulfated tungstate: a new solid heterogeneous catalyst for amide synthesis. Green Chem., 12, 1707–1710.