On water: A practical and efficient synthesis of benzoheterocycle derivatives catalyzed by nanocrystalline copper(II) oxide

Synthetic Communications

Volumn 40, Issue 4, 2010, Pages 607-614

  Sadjadi, Sodeh ^a,b   Hekmatshoar, Rahim ^b   Ahmadi, Seyed Javad ^a   Hosseinpour, Morteza ^c   Outokesh, Mohammad ^c  

^a NUCLEAR SCIENCE AND TECHNOLOGY RESEARCH INSTITUTE   (Iran)

^b ALZAHRA UNIVERSITY   (Iran)

^c SHARIF UNIVERSITY OF TECHNOLOGY   (Iran)

Author keywords

Benzothiazine; Benzoxazine; CuO nanoparticles; Quinoxaline; Water

Indexed keywords

BENZOTHIAZINE DERIVATIVE; BENZOXAZINE DERIVATIVE; CUPRIC OXIDE; HETEROCYCLIC COMPOUND; NANOCRYSTAL; ORGANIC SOLVENT; QUINOXALINE DERIVATIVE; WATER;

ARTICLE; DRUG SYNTHESIS; NANOCATALYSIS; REACTION TIME; STEREOCHEMISTRY; X RAY DIFFRACTION;

EID: 76149109446     PISSN: 00397911     EISSN: 15322432     Source Type: Journal    
DOI: 10.1080/00397910903007103     Document Type: Article

References (19)

1. Lee, C. L.; Chan, K. P.; Lam, Y.; Lee, Y. S. Solid-phase combinatorial synthesis of 1,4-benzoxazin-3(4H)-one and 1,4-benzothiazin-3(4H)-one derivatives. Tetrahedron Lett. 2001, 42, 1167-1169. (Pubitemid 32149870)
2. Zhang, Q.-Y.; Liu, B.-K.; Chen, W.-Q.; Wu, Q.; Lin, X.-F. A green protocol for synthesis of benzo-fused N,S-, N,O-, and N,N-heterocycles in water. Green Chem. 2008, 10, 972-977.
3. O'Brien, D.; Weaver, M. S.; Lidzey, D. G.; Bradley, D. D. C. Use of poly(phenyl quinoxa-line) as an electron transport material in polymer light-emitting diodes. Appl. Phys. Lett. 1996, 69, 881-883.
4. Elwahy, A. H. M. Synthesis of new benzo-substituted macrocyclic ligands containing quinoxaline subunits. Tetrahedron 2000, 56, 897-907.
5. Crossley, M. J.; Johnston, L. A. Laterally-extended porphyrin systems incorporating a switchable unit. Chem. Commun. 2002, 1122-1123.
6. Klabunde, K. J.; Mulukutla, R. Nanoscale Materials in Chemistry; Wiley Interscience: New York, 2001, chap 7, p. 223.
7. Choudary, B. M.; Ranganath, K. V. S.; Yadav, J.; Kantam, M. L. Synthesis of flavanones using nanocrystalline MgO. Tetrahedron Lett. 2005, 46, 1369-1371.
8. Kantam, M. L.; Laha, S.; Yadav, J.; Choudary, B. M.; Sreedhar, B. Nanocrystalline titanium(IV) oxide as an efficient heterogeneous catalyst for tandem michael and nucleo-philic 1,2-addition to enones. Adv. Synth. Catal. 2006, 348, 867-872.
9. Kantam, M. L.; Laha, S.; Yadav, J.; Sreedhar, B. Friedel-Crafts alkylation of indoles with epoxides catalyzed by nanocrystalline titanium(IV) oxide. Tetrahedron Lett. 2006, 47, 6213-6216.
10. Choudary, B. M.; Mahendar, K.; Kantam, M. L.; Ranganath, K. V. S.; Athar, T. The one-pot Wittig reaction: A facile synthesis of a,b-unsaturated esters and nitriles by using nanocrystalline magnesium oxide. Adv. Synth. Catal. 2006, 348, 1977-1985.
11. Yamamoto, K.; Kasuga, T.; Nogami, M. Electrochemical reactions of a novel oxygen sensor using copper(I)-conducting glass-ceramics. Electrochem. Solid-State Lett. 1999, 2, 595-596.
12. Poizot, P.; Laruelle, S.; Grugeon, S.; Dupont, L.; Tarascon, J. M. Nano-sized transition-metal oxides as negative-electrode materials for lithium-ion batteries. Nature 2000, 407, 496-499.
13. 2 catalysts. Catal. Today 2004, 93-95, 241-246.
14. Kantam, M. L.; Laha, S.; Yadav, J.; Lihkar, P. R.; Sreedhar, B.; Choudary, B. M. Asymmetric hydrosilylation of prochiral ketones catalyzed by nanocrystalline copper(II) oxide. Adv. Synth. Catal. 2007, 349, 1797-1802.
15. Kantam, M. L.; Laha, S.; Yadav, J.; Bhargava, S. An efficient synthesis of propargyla-mines via three-component coupling of aldehydes, amines, and alkynes catalyzed by nanocrystalline copper(II) oxide. Tetrahedron Lette. 2008, 49, 3083-3086.
16. Kantam, M. L.; Ramani, T.; Chakrapani, L.; Kumar, K. V. Direct asymmetric Aldol reactions catalyzed by nanocrystalline copper(II) oxide. Tetrahedron Lett. 2008, 49, 1498-1501.
17. Adschiri, T.; Kanazawa, K.; Arai, K. Production of phosphor (YAG:Pb) particles by hydrothermal synthesis in supercritical water. J. Am. Ceram. Soc. 1992, 75, 2615-2619.
18. Neil, A. O.; Watkins, J. J. Fabrication of device nanoparticles using supercritical fluids. MRS Bull. 2005, 30, 967-977.
19. Adschiri, T.; Hakuta, Y.; Arai, K. Hydrothermal synthesis of metal oxide fine particles at supercritical conditions. Ind. Eng. Chem. Res. 2000, 39, 4901-4907.