Convenient synthesis of benzoate esters mediated by polymer supported benzoyl chloride

Journal of Applied Polymer Science

Volumn 115, Issue 1, 2010, Pages 237-241

  Zarchi, Mohammad Ali Karimi ^a   Mirjalili, Bibi Fatemeh ^a   Aval, Ali Kheradmand ^a  

^a YAZD UNIVERSITY   (Iran)

Author keywords

Acylation; Esters; Polymeric reagent; Solid supported reagent

Indexed keywords

BENZOYL CHLORIDES; CROSSLINKED; HIGH YIELD; POLYMER-SUPPORTED; POLYMERIC REAGENT; POLYMERIC REAGENTS; SOLUTION PHASE SYNTHESIS; SUPPORTED REAGENTS;

ACYLATION; CHLORINE COMPOUNDS; ESTERIFICATION; PHENOLS;

ESTERS;

ALCOHOL; CROSS LINKING; FILTRATION; PHASE SEPARATION; POLYMER BLEND; PURIFICATION; SYNTHESIS;

EID: 73949140011     PISSN: 00218995     EISSN: 10974628     Source Type: Journal    
DOI: 10.1002/app.31094     Document Type: Article

References (53)

1. Gallop, M. A.; Barret, R. W.; Dower, W. J.; Fodor, S. P. A.; Gordon, E. M. J Med Chem 1994, 37, 1233.
2. Merrifield, R. B. J Am Chem Soc 1963, 85, 2149.
3. Sherrington, D. C.; Hodge, P. Synthesis and Separations Using Functional Polymers; Wiley: New York, 1988.
4. Sherrington, D. C.; Hodge, P. Polymer Supported Reactions in Organic Synthesis; Wiley: New York, 1980.
5. Takemoto, K.; Inaki, Y.; Ottenbrite, R. M. Functional Monomers and Polymers; Marcel Dekker Inc: New York, 1987.
6. Akelah, A.; Sherrington, D. C. Chem Rev 1981, 81, 577.
7. Akelah, A.; Sherrington, D. C. Polymer 1984, 24, 1369.
8. Ley, S. V.; Baxendale, I. R.; Bream, R. N.; Jackson, P. S.; Leach, A. G.; Longbottom, D. A.; Nesi, M.; Scott, J. S.; Storer, R. I.; Taylor, S. J. J Chem Soc Perkin Trans 1 2000, 23, 3815.
9. Tamami, B.; Iranpoor, N.; Karimi Zarchi, M. A. Polymer 1993, 34, 2011.
10. Tamami, B.; Karimi Zarchi, M. A. Eur Polym J 1995, 13, 715.
11. Karimi Zarchi, M. A.; Zarei, A. J Chin Chem Soc 2005, 52, 309.
12. Karimi Zarchi, M. A.; Noei, J. J Appl Polym Sci 2007, 10, 1064.
13. Karimi Zarchi, M. A. J Chin Chem Soc 2007, 54, 1299.
14. Karimi Zarchi, M. A.; Mirjalili, B. F.; Ebrahimi, N. Bull Korean Chem Soc 2008, 29, 1079.
15. Fersht, A. R.; Jencks, W. P. J Am Chem Soc 1970, 92, 5432.
16. Hofle, G.; Steglich, W.; Vorbruggen, H. Angew Chem Int Ed Engl 1978, 17, 569.
17. Jampel, E. G.; Lecorre, G.; Wakselman, M. Tetrahedron Lett 1970, 11, 1157.
18. Mukaiyama, T.; Usui, M.; Shimada, E.; Saigo, K. Chem Lett 1975, 2, 1045.
19. Corey, E. J.; Nicolaou, K. C. J Am Chem Soc 1974, 96, 5614.
20. Nicolaou, K. C. Tetrahedron 1977, 33, 683.
21. Corey, E. J.; Gilman, N. W.; Ganem, B. E. J Am Chem Soc 1968, 90, 5616.
22. Mcrin, R. D.; Bearse, A. E. Ind Eng Chem 1951, 43, 1596.
23. Dalgleish, D. T.; Nonhebel, D. C.; Pauson, P. L. J Chem Soc 1971, 6, 1174.
24. Peterson, P. E.; Bopp, R. I.; Cherli, D. M.; Curran, E. L.; Dillard, D. E.; Kamat, R. J. J Am Chem Soc 1967, 89, 5902.
25. White, E. H.; Maskill, H.; Woodcock, D. J.; Schroeder, M. A. Tetrahedron Lett 1969, 21, 1713.
26. White, E. H.; Scherrer, H. Tetrahedron Lett 1961, 21, 758.
27. Hassall, C. H. Org React 1957, 9, 73.
28. House, H. O. In Modern Synthetic Reactions; BenJamin, W. A., Ed.; Menlopark, California, 1972; p 325.
29. Olah, G. A.; Wang, Q.; Trivedi, N. J.; Prakash, G. K. S. Synthesis 1991, 8, 739.
30. Brown, H. C.; Rogic, M. M. J Am Chem Soc 1969, 91, 2146.
31. Kende, A. S. Org React 1960, 11, 261.
32. Wiles, C.; Watts, P.; Haswell, S. J.; Villar, E. P. Tetrahedron 2003, 59, 10173.
33. Hirose, T.; Kopek, B. G.; Wang, Z. H.; Yusa, R.; Badwin, W. Tetrahedron Lett 2003, 44, 1831.
34. Yoshida, J. I.; Hashimito, J.; Kawabata, N. Bull Chem Soc Jpn 1981, 309.
35. Polshettiwar, V.; Kaushik, M. P. Catalysis 2005, 6, 191.
36. Akhrem, A. A.; Ustynyuk, T. K.; Titov, Y. A. Russ Chem Rev (English Trans) 1970, 39, 372.
37. Pfeffer, P. E.; Foglia, T. A.; Barr, P. A.; Schmeltz, I.; Silbert, L. S. Tetrahedron Lett 1972, 13, 4063.
38. Shaw, J. E.; Kunerth, D. C.; Sherry, J. J. Tetrahedron Lett 1973, 10, 689.
39. Grundj, J.; James, B. G. Tetrahedron Lett 1972, 757.
40. Liotta, G. L.; Harris, H. P.; Dermott, M. M.; Gonzalez, T.; Smith, K. Tetrahedron Lett 1974, 15, 2417.
41. Moore, G. G.; Foglia, T. A.; Mc Gahan, T. J. J Org Chem 1979, 44, 2425.
42. March, J. Reactions, Mechanisms, and Structure, 3rd ed.; Wiley: New York, 1984; p 353.
43. Carey, F. A.; Sundberg, R. J. Advanced Organic Chemistry, 3rd ed.; Plenum Press: New York and London, 1990.
44. Galnelli, G.; Manescalchi, F. Synthesis 1975, 18, 723.
45. Kabaza, K. G.; Chapados, B. R.; Gestwicki, J. E.; Mcgrath, J. L. J Org Chem 2000, 56, 1210.
46. Cainelli, G.; Menescalchi, F. Synthesis 1975, 723, 90.
47. Zander, N.; Frank, R. Tetrahedron Lett 2001, 42, 7783.
48. Warmus, J. S.; Ryder, T. R.; Hodges, J. C.; Kennedy, R. M.; Brady, K. D. Bioorg Med Chem Lett 1998, 8, 82309.
49. Gayo, L. M.; Suto, M. J. Tetrahedron Lett 1997, 38, 513.
50. Pelletier, J. C.; Kincaid, S. Tetrahedron Lett 2000, 41, 797.
51. Adamczk, M.; Fishpaugh, J. R.; Mattingly, P. G. Tetrahedron Lett 2000, 36, 8345.
52. Rademann, J.; Smerdka, J.; Jung, G.; Grosche, P.; Sebmid, D. Angew Chem 2001, 113, 390.
53. Morley, K. L.; Magloire, V. P.; Guerad, C.; Kazlauskas, R. J. Tetrahedron: Asymmetry 2004, 15, 3005.