Nano sulfated titania as solid acid catalyst in direct synthesis of fatty acid amides

Journal of Organic Chemistry

Volumn 76, Issue 8, 2011, Pages 2853-2859

  Hosseini Sarvari, Mona ^a   Sodagar, Esmat ^a   Doroodmand, Mohammad Mahdi ^a  

^a SHIRAZ UNIVERSITY   (Iran)

Author keywords

[No Author keywords available]

Indexed keywords

AMIDATION; BENZOIC ACID; CATALYTIC ACTIVITY; DIRECT SYNTHESIS; HYDROTHERMAL PROCESS; NANO-SIZED; RUTILE TIO; SCANNING ELECTRON MICROGRAPHS; SEM; SOLID ACID CATALYSTS; SOLVENT FREE CONDITIONS; SULFATED TITANIA; TEM; TIO; TRANSMISSION ELECTRON;

ADSORPTION; AMIDES; CATALYST ACTIVITY; OXIDE MINERALS; SCANNING ELECTRON MICROSCOPY; SOL-GEL PROCESS; TITANIUM COMPOUNDS; TITANIUM DIOXIDE; X RAY DIFFRACTION;

FATTY ACIDS;

AMIDE; BENZOIC ACID; TITANIUM DIOXIDE;

ADSORPTION; AMIDATION; ARTICLE; CATALYSIS; FATTY ACID SYNTHESIS; INFRARED SPECTROSCOPY; SCANNING ELECTRON MICROSCOPY; TRANSMISSION ELECTRON MICROSCOPY; X RAY DIFFRACTION;

AMIDES; AMINES; BENZOIC ACIDS; CATALYSIS; FATTY ACIDS; GREEN CHEMISTRY TECHNOLOGY; MICROSCOPY, ELECTRON, SCANNING; MICROSCOPY, ELECTRON, TRANSMISSION; NANOPARTICLES; PHASE TRANSITION; SULFATES; TITANIUM; X-RAY DIFFRACTION;

EID: 79953875345     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo2002769     Document Type: Article

References (53)

1. Mulzer, J. Comprehensive Organic Synthesis; Pergamon: Oxford, 1991; Vol. 6, p 323.
2. Tundo, P.; Anastas, P.; Black, D. S.; Collins, J.; Memoli, T.; Miyamoto, J.; Polyakoff, M.; Tumas, W. Pure Appl. Chem. 2000, 72, 1207
3. Larock, R. C. Comprehensive Organic Transformations; Wiley-VCH: New York, 1999; p 1972.
4. Baker, D. D.; Chu, M.; Oza, U.; Rajgarhia, V. Nat. Prod. Rep. 2007, 24, 1225
5. Koehn, F. E.; Carter, G. T. Nat. Rev. Drug Discovery 2005, 4, 206
6. Katritzky, A. R.; Rogovoy, B. V.; Kirichenko, N.; Vvedensky, V. Bioorg. Med. Chem. Lett. 2002, 12, 1809
7. Yan, Z.; Tian, W.; Zeng, F.; Dai, Y. Tetrahedron Lett. 2009, 50, 2727
8. Suto, Y.; Yamagiwa, N.; Torisawa, Y. Tetrahedron Lett. 2008, 49, 5732
9. Matsugi, M.; Suganuma, M.; Yoshida, S.; Hasebe, S.; Kunda, Y.; Hagihara, K.; Oka, S. Tetrahedron Lett. 2008, 49, 6573
10. Montalbetti, C. A. G. N.; Falque, V. M. Wiley Encycl. Chem. Biol. 2009, 4, 436
11. Yazawa, H.; Tanaka, K.; Kariyone, K. Tetrahedron Lett. 1974, 15 (46) 3995
12. Wang, W.-B.; Restituyo, J. A.; Roskamp, E. J. Tetrahedron Lett. 1993, 34 (45) 7217
13. Mistry, S.; Agarwal, D. Pigment Resin Technol. 2009, 38 (6) 366
14. Ahn, K.; Johnson, D. S.; Fitzgerald, L. R.; Liimatta, M.; Arendse, A.; Stevenson, T.; Lund, E. T.; Nugent, R. A.; Nomanbhoy, T. K.; Alexander, J. P.; Cravatt, B. F. Biochemistry 2007, 46 (45) 13019
15. Steven, C. C.; Terry, I. J. Am. Oil Chem. Soc. 2001, 78, 557
16. Hans, B. F.; Terry, I.; Steven, C. C. J. Surfactants Deterg. 2000, 3 (2) 179
17. Howarth, O. W.; Olsen, C. E.; Singh, S. K..; Wengel, J. Phytochemistry 1998, 49, 1069
18. Henkel, T.; Brunne, R. M.; Muller, H.; Reichel, F. Angew. Chem., Int. Ed. 1999, 38, 643
19. Kuo, T. M.; Gardner, H. W. Lipid Biotechnology; Marcel and Dekker: New York, 2002; pp 605 - 628.
20. Cherbuliez, E.; Landort, F. Helv. Chim. Acta 1946, 29, 1438
21. Levinson, W. E.; Kuo, T. M..; Kurtzman, C. P. Enzyme Microb. Technol. 2005, 37, 126
22. Slotema, W. F.; Sandoval, G.; Guieysse, D; Straathop, A. J. J.; Marty, A. Biotechnol. Bioeng. 2003, 82, 664
23. Awasthi, N. P.; Singh, R. P. J. Oleo Sci. 2007, 56, 507
24. Litjens, M. J.; Sha, M.; Straathof, A. J.; Jongejan, J. A.; Heijnen, J. J. Biotechnol. Bioeng. 1999, 65, 347
25. Sharma, J.; Batovsta, D.; Kuwamori, Y.; Asano, Y. J. Biosci. Bioeng. 2005, 100, 662
26. Khare, S. K.; Kumari, A.; Kuo, T. M. Bioresour. Technol. 2009, 100, 1482
27. Terada, Y.; Idea, N.; Komura, K.; Sugi, Y. Synthesis 2008, 15, 2318
28. Tufvesson, P.; Annerling, A.; Hatti-Kaul, R.; Adlercreutz, D. Biotechnol. Bioeng. 2007, 97, 447
29. Montes D'Oca, C. D. R.; Coelho, T.; Marinho, T. G.; Hack, C. R. L.; Duarte, R. C.; Silva, P. A.; D'Oca, M. G. M Bioorg. Med. Chem. Lett. 2010, 20 (17) 5255
30. Hossaini-Sarvari, M.; Sharghi, H.; Etemad., S. Helv. Chim. Acta 2008, 91, 715
31. Hossaini-Sarvari, M.; Etemad., S. Tetrahedron 2008, 64, 5519
32. Hosseini-Sarvari, M. Catal. Lett., 2010, published online 12 Nov.
33. Gribb, A. A.; Banfield, J. F. Am. Mineral. 1997, 82, 717
34. Dieexmann, M. S.; Gray, K. A. Water Res. 1996, 30, 1169
35. Maira, A. J.; Coronado, J. M.; Augugliaro, V.; Yeung, K. L.; Conesa, J. C.; Soria, J. J. Catal. 2001, 202, 413
36. Onda, K.; Li, B.; Zhao, J.; Petek, H. Surf. Sci. 2005, 593, 32
37. Thamaphat, K.; Limsuwan, P.; Ngotawornchai, B.; Kasetsart, J. Nat. Sci. 2008, 42, 357
38. Saur, O.; Bensitel, M.; Saad, A. B. M.; Lavalley, J. C.; Tripp, C. P.; Morrow, B. A. J. Catal. 1986, 99, 104
39. Sunajadevi, K. R.; Sugunan, S. Mater. Lett. 2004, 58, 3290
40. Sunajadevi, K. R.; Suguan, S. Catal. Commun. 2004, 5, 575
41. Masala, S.; Taddei, M. Org. Lett. 1999, 1, 1355
42. Magne, F. C.; Mod, R. R.; Skau, E. L. J. Am. Oil Chem. Soci. 1964, 38, 291
43. Ishihara, K.; Yamamoto, H.. Handbook of Fluorous Chemistry; Wiley-VCH: Weinheim, 2004; p 350.
44. Terada, Y.; Ieda, N.; Komura, K.; Sugi, Y. Synthesis 2008, 15, 2318
45. Mbaraka, I. K.; Radu, D. R. VS-Y.; Lin, Z.; Shanls, B. H. J. Catal. 2003, 219, 329
46. Narasimhan, B. ARKIVOC 2007, 15, 112
47. Akhter, Z. J. Org. Chem. 2007, 692, 3542
48. Jammi, S.; Krishnamoorthy, S.; Saha, P.; Kundu, D. S.; Sakthivel, S.; Ali, Md. A.; Paul, R.; Punniyamurthy, T. Synlett 2009, 3323
49. Saeed, A.; Arshad, M.; Simpson, J. Acta Crystallogr., Sect. E: Struct. Rep. Online 2010, 66, 11
50. Iranpoor, N.; Firouzabadi, H.; Nowrouzi, N.; Khalili, D. Tetrahedron 2009, 65, 3893
51. Gowda, B. T.; Sowmya, B. P.; Kozísek, J.; Tokarcík, M.; Fuess, H. Acta Crystallogr., Sect. E: Struct. Rep. Online 2007, 63, 6
52. Cristau, H.-J.; Cellier, P. P.; Spindler, J.-F.; Taillefer, M. Chem. - Eur. J. 2004, 100, 5607
53. Al-Awadi, N. A.; Gourge, B. J.; Hicham, D. H.; Ibrahim, M. R.; El-Dusouquih, O. M. E. Tetrahedron 2005, 61, 8257