Enhancement of combinatorial chemistry by microwave-assisted organic synthesis

Combinatorial Chemistry and High Throughput Screening

Volumn 5, Issue 6, 2002, Pages 441-458

  Lidström, Pelle ^a   Westman, Jacob ^b   Lewis, Anthony ^a  

^a The Paddocks   (United Kingdom)

^b Personal Chemistry AB   (Sweden)

Author keywords

[No Author keywords available]

Indexed keywords

ORGANIC COMPOUND; REAGENT; SOLVENT;

CATALYSIS; CHEMICAL REACTION; COMBINATORIAL CHEMISTRY; MICROWAVE RADIATION; PRIORITY JOURNAL; REACTION ANALYSIS; REVIEW; SOLID; SYNTHESIS; TECHNIQUE;

EID: 0038066071     PISSN: 13862073     EISSN: None     Source Type: Journal    
DOI: 10.2174/1386207023330147     Document Type: Review

References (82)

1. Lidström, P.; Tierney, J.; Wathey, B.; Westman, J. Tetrahedron 2001, 9225; Larhed, M.; Hallberg, A. Drug Discovery Today, 2001, 6, 406.; Wathey, B.; Tierney, J.; Lidström, P.; Westman, J. Drug Discovery Today, 2002, 7, 373; Perreux, L.; Loupy, A. Tetrahedron, 2001, 9199.
2. Lidström, P.; Tierney, J.; Wathey, B.; Westman, J. Tetrahedron 2001, 9225; Larhed, M.; Hallberg, A. Drug Discovery Today, 2001, 6, 406.; Wathey, B.; Tierney, J.; Lidström, P.; Westman, J. Drug Discovery Today, 2002, 7, 373; Perreux, L.; Loupy, A. Tetrahedron, 2001, 9199.
3. Lidström, P.; Tierney, J.; Wathey, B.; Westman, J. Tetrahedron 2001, 9225; Larhed, M.; Hallberg, A. Drug Discovery Today, 2001, 6, 406.; Wathey, B.; Tierney, J.; Lidström, P.; Westman, J. Drug Discovery Today, 2002, 7, 373; Perreux, L.; Loupy, A. Tetrahedron, 2001, 9199.
4. Lidström, P.; Tierney, J.; Wathey, B.; Westman, J. Tetrahedron 2001, 9225; Larhed, M.; Hallberg, A. Drug Discovery Today, 2001, 6, 406.; Wathey, B.; Tierney, J.; Lidström, P.; Westman, J. Drug Discovery Today, 2002, 7, 373; Perreux, L.; Loupy, A. Tetrahedron, 2001, 9199.
5. Loupy, A.; Petit, A.; Hamelin, J.; Texier-Boullet, F.; Jacquault, P.; Mathe, D. Synthesis 1998, 1213.;
6. Strauss, C. R. Aust. J. Chem, 1999, 52, 83.; Caddick, S. Tetrahedron 1995, 51, 10403.
7. Strauss, C. R. Aust. J. Chem, 1999, 52, 83.; Caddick, S. Tetrahedron 1995, 51, 10403.
8. Lew. A.; Krutzik, P. O.; Hart, M. E.; Chamberlain, A. R. J. Comb. Chem. 2002, 4, 95.
9. Dömling, A.; Ugi, I. Angew. Chem. Int. Ed. Engl. 2000, 112, 3300.; Weber, L.; Illgen, K.; Almsttetter, M. Synlett 1999, 366.
10. Dömling, A.; Ugi, I. Angew. Chem. Int. Ed. Engl. 2000, 112, 3300.; Weber, L.; Illgen, K.; Almsttetter, M. Synlett 1999, 366.
11. Ugi, I.; Dömling, A.; Hörl, W. Endeavour 1994, 18. 115.
12. Cotterill, I. C.; Usyatinsky, A. Y.; Arnold, J. M.; Clark, D. S.; Dordick, J. S.; Michels, P. C.; Khmelnitsky, Y. L. Tetrahedron Lett. 1998, 39, 1117-1120.
13. Hantzsch, A. Justus Liebigs Ann. Chem. 1882, 215, 1.
14. Alajarín, R.; Vaquero, J. J.; García Navio, J. L.; Alvarez-Builla, J. Synlett 1992, 297.
15. Khadilkar, B. M.; Gaikar, V. G.; Chitnavis, A. A. Tetrahedron Lett. 1995, 36, 8083.
16. Khadilkar, B. M.; Chitnavis, A. A. Indian J. Chem. 1995, 34B, 652.
17. Ohberg, L.; Westman, J. Synlett 2001, 1296.
18. Kappe, C. O.; Kumar, D.; Varma, R. S. Synthesis 1999, 10, 1799. Stadler, A.; Kappe, C. O. J. Chem. Soc. Perkin Trans. 2 2000, 1363. Dandia, A.; Saha, M.; Taneja, H. J. Fluorine Chem. 1998, 90, 17. Gupta, R.; Gupta, A. K.; Paul, S.; Kachroo, P. L. Indian J. Chem. 1995, 34B, 151-152. Krstenansky, J. L.; Khmelnitsky, Y. Bioorg. Med. Chem. Lett. 1999, 7, 2157. Stefani, H. A.; Gatti, P. M. Synth. Commun. 2000, 30, 2165. Yadav, J. S.; Subba Reddy, B. V.; Jagan Reddy, E.; Ramalingarm, T. J. Chem. Res. Synop. 2000, 354.
19. Kappe, C. O.; Kumar, D.; Varma, R. S. Synthesis 1999, 10, 1799. Stadler, A.; Kappe, C. O. J. Chem. Soc. Perkin Trans. 2 2000, 1363. Dandia, A.; Saha, M.; Taneja, H. J. Fluorine Chem. 1998, 90, 17. Gupta, R.; Gupta, A. K.; Paul, S.; Kachroo, P. L. Indian J. Chem. 1995, 34B, 151-152. Krstenansky, J. L.; Khmelnitsky, Y. Bioorg. Med. Chem. Lett. 1999, 7, 2157. Stefani, H. A.; Gatti, P. M. Synth. Commun. 2000, 30, 2165. Yadav, J. S.; Subba Reddy, B. V.; Jagan Reddy, E.; Ramalingarm, T. J. Chem. Res. Synop. 2000, 354.
20. Kappe, C. O.; Kumar, D.; Varma, R. S. Synthesis 1999, 10, 1799. Stadler, A.; Kappe, C. O. J. Chem. Soc. Perkin Trans. 2 2000, 1363. Dandia, A.; Saha, M.; Taneja, H. J. Fluorine Chem. 1998, 90, 17. Gupta, R.; Gupta, A. K.; Paul, S.; Kachroo, P. L. Indian J. Chem. 1995, 34B, 151-152. Krstenansky, J. L.; Khmelnitsky, Y. Bioorg. Med. Chem. Lett. 1999, 7, 2157. Stefani, H. A.; Gatti, P. M. Synth. Commun. 2000, 30, 2165. Yadav, J. S.; Subba Reddy, B. V.; Jagan Reddy, E.; Ramalingarm, T. J. Chem. Res. Synop. 2000, 354.
21. Kappe, C. O.; Kumar, D.; Varma, R. S. Synthesis 1999, 10, 1799. Stadler, A.; Kappe, C. O. J. Chem. Soc. Perkin Trans. 2 2000, 1363. Dandia, A.; Saha, M.; Taneja, H. J. Fluorine Chem. 1998, 90, 17. Gupta, R.; Gupta, A. K.; Paul, S.; Kachroo, P. L. Indian J. Chem. 1995, 34B, 151-152. Krstenansky, J. L.; Khmelnitsky, Y. Bioorg. Med. Chem. Lett. 1999, 7, 2157. Stefani, H. A.; Gatti, P. M. Synth. Commun. 2000, 30, 2165. Yadav, J. S.; Subba Reddy, B. V.; Jagan Reddy, E.; Ramalingarm, T. J. Chem. Res. Synop. 2000, 354.
22. Kappe, C. O.; Kumar, D.; Varma, R. S. Synthesis 1999, 10, 1799. Stadler, A.; Kappe, C. O. J. Chem. Soc. Perkin Trans. 2 2000, 1363. Dandia, A.; Saha, M.; Taneja, H. J. Fluorine Chem. 1998, 90, 17. Gupta, R.; Gupta, A. K.; Paul, S.; Kachroo, P. L. Indian J. Chem. 1995, 34B, 151-152. Krstenansky, J. L.; Khmelnitsky, Y. Bioorg. Med. Chem. Lett. 1999, 7, 2157. Stefani, H. A.; Gatti, P. M. Synth. Commun. 2000, 30, 2165. Yadav, J. S.; Subba Reddy, B. V.; Jagan Reddy, E.; Ramalingarm, T. J. Chem. Res. Synop. 2000, 354.
23. Kappe, C. O.; Kumar, D.; Varma, R. S. Synthesis 1999, 10, 1799. Stadler, A.; Kappe, C. O. J. Chem. Soc. Perkin Trans. 2 2000, 1363. Dandia, A.; Saha, M.; Taneja, H. J. Fluorine Chem. 1998, 90, 17. Gupta, R.; Gupta, A. K.; Paul, S.; Kachroo, P. L. Indian J. Chem. 1995, 34B, 151-152. Krstenansky, J. L.; Khmelnitsky, Y. Bioorg. Med. Chem. Lett. 1999, 7, 2157. Stefani, H. A.; Gatti, P. M. Synth. Commun. 2000, 30, 2165. Yadav, J. S.; Subba Reddy, B. V.; Jagan Reddy, E.; Ramalingarm, T. J. Chem. Res. Synop. 2000, 354.
24. Kappe, C. O.; Kumar, D.; Varma, R. S. Synthesis 1999, 10, 1799. Stadler, A.; Kappe, C. O. J. Chem. Soc. Perkin Trans. 2 2000, 1363. Dandia, A.; Saha, M.; Taneja, H. J. Fluorine Chem. 1998, 90, 17. Gupta, R.; Gupta, A. K.; Paul, S.; Kachroo, P. L. Indian J. Chem. 1995, 34B, 151-152. Krstenansky, J. L.; Khmelnitsky, Y. Bioorg. Med. Chem. Lett. 1999, 7, 2157. Stefani, H. A.; Gatti, P. M. Synth. Commun. 2000, 30, 2165. Yadav, J. S.; Subba Reddy, B. V.; Jagan Reddy, E.; Ramalingarm, T. J. Chem. Res. Synop. 2000, 354.
25. Stadler, A.; Kappe, O. C. J. Comb. Chem. 2001, 3, 624.
26. Hoel, A. M. L.; Nielsen, J. Tetrahedron Lett. 1999, 40, 3941.
27. Groebke, K.; Weber, L.; Mehlin, F. Synlett 1998, 661.; Blackburn, C.; Guan, B.; Shiosaki, K.; Tsai, S. Tetrahedron, 1998, 3635. Bienaymé, H.; Bouzid, K. Angew. Chem. Int. Ed. Engl. 1998, 37, 2234.
28. Groebke, K.; Weber, L.; Mehlin, F. Synlett 1998, 661.; Blackburn, C.; Guan, B.; Shiosaki, K.; Tsai, S. Tetrahedron, 1998, 3635. Bienaymé, H.; Bouzid, K. Angew. Chem. Int. Ed. Engl. 1998, 37, 2234.
29. Groebke, K.; Weber, L.; Mehlin, F. Synlett 1998, 661.; Blackburn, C.; Guan, B.; Shiosaki, K.; Tsai, S. Tetrahedron, 1998, 3635. Bienaymé, H.; Bouzid, K. Angew. Chem. Int. Ed. Engl. 1998, 37, 2234.
30. Varma, R. S.; Kumar, D. Tetrahedron Lett. 1999, 40, 7665.
31. Westman, J.; Franzén A.; Manuscript in preparation.
32. Westman, J.; Orrling, K. Comb. Chem. High Throughput Screen. in press.
33. Coleman, C. M.; MacElroy, J. M. D.; Gallagher, J. F.; O'Shea, D. F. J. Comb. Chem. 2002, 4, 87.
34. Ohberg, L.; Westman. J. Synlett 2001, 1893.
35. Wilson, N. S.; Sarko, C. R.; Roth, G. P. Tetrahedron Lett. 2001, 42, 8939.
36. Wilson, N. S.; Sarko, C. R.; Roth, G. P. Tetrahedron Lett. 2002, 43, 581.
37. Westman, J.; Lundin, R.; Stålberg, J.; Östbye, M.; Franzén, A.; Hurynowicz, A.; Comi. Chem. High Throughput Screen. in press.
38. Pleier, A-K.; Glas, H.; Grosche, M.; Sirch, P.; Thiel, W.R. Synthesis 2001, 55.
39. Booth, S.; Hermkens, P.H.H.; Ottenheijm, H.C.J.; Rees, D.C. Tetrahedron 1998, 54, 15385-15443.
40. Sauvagnat, B.; Lamaty, F.; Lazaro, R.; Martinez, J. Tetrahedron Lett. 2000, 41, 6371.
41. Van den Eynde, J.J.; Rutot, D. Tetrahedron 1999, 55, 2687.
42. Kidwai, M.; Sapra, P.; Bhushan, K.; Misra, P. Synthesis 2001, 1509.
43. Barchin, B.M.; Cuardo, A.M.; Alvarez-Builla, J. Synlett 2002, 343.
44. Larhed, M.; Hallberg, A. J. Org. Chem. 1996, 61, 9582- 9584.
45. Larhed, M.; Lindeberg, G.; Hallberg, A, Tetrahedron Lett. 1996, 37, 8219-8222.
46. Garg, N. L.; M.; Hallberg, A. J. Org. Chem. 1998, 63, 4158.; Vallin, K. S. A.; Larhed, M.; Johansson, K.; Anders Hallberg, A. J. Org. Chem. 2000, 65, 4537.
47. Garg, N. L.; M.; Hallberg, A. J. Org. Chem. 1998, 63, 4158.; Vallin, K. S. A.; Larhed, M.; Johansson, K.; Anders Hallberg, A. J. Org. Chem. 2000, 65, 4537.
48. Erdélyi, M.; Gogoll, A. J. Org. Chem. 2001, 66, 4165.; Kabalka, G.W. Tetrahedron Lett. 2000, 41, 5151.
49. Erdélyi, M.; Gogoll, A. J. Org. Chem. 2001, 66, 4165.; Kabalka, G.W. Tetrahedron Lett. 2000, 41, 5151.
50. Fürstner, A.; Seidel, G. Organic Lett. 2002, 4, 541.
51. Bengtsson, A.; Hallberg, A.; Larhed, M. Organic Lett. 2002, ASAP.
52. Kuster, G.J.; Scheeren, H.W. Tetrahedron Lett. 2000, 41, 515.
53. Scharn D.; Wenschuh, H.; Reineke, U.; Schneider-Mergener, J.; Germeroth, L. J. Comb Chem. 2000, 2, 361-369.
54. Glass, B.M.; Combs, A.P. Fifth International Electronic Conference on Synthetic Organic Chemistry, http://www.mdpi.net/ecsoc-5/e0027/e0027.htm
55. Kenner, G. W.; Sheppard, R. C. Chem. Commun. 1971, 636.
56. Backes, J. B.; Ellman, J. A. J. Am. Chem. Soc. 1996, 118, 3055.
57. Strohmeier, G. A.; Kappe, C. O. J. Comb. Chem. 2002, 4(2), 154.
58. Stadler, A.; Kappe, C.O. Tetrahedron 2001, 57, 3915-3920.
59. Stadler, A; Kappe, C.O. Eur. J. Org. Chem. 2001, 919-925.
60. Ley, S. V.; Baxendale, 1. 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, 3815.
61. Brain, C.T.; Paul, J. M.; Loong, Y.; Oakley, P.J. Tetrahedron Lett. 1999, 40, 3275.
62. Brain, C.T.; Brunton, S.A. Synlett 2001, 382-384.
63. Ley S. L.; Leach, A. G. R.; Storer, I. R. J. Chem. Soc. Perkin Trans. 2001, 1, 358.
64. Olsson, R.; Hansen, H. C.; Andersson, C.-M. Tetrahedron Lett. 2000, 41, 7947.
65. Lakhrissi, Y.; Taillefumier, C.; Lakhrissi, M.; Chapleur, Y. Tetrahedron Asym. 2000, 11, 417.; Sabitha, G.; Reddy, M. M.; Srinivas, D.; Yadov, J. S. Tetrahedron Lett. 1999, 40, 165.; Xu, C.; Chen, G.; Fu, C.; Huang, X. Synth. Commun. 1995, 25, 2229.; Fu, C.; Xu, C.; Huang, Z.-Z.; Huang, X. Org. Prep. Proced. Int. 1997, 29, 587.; Spinella, A.; Fortunati, T.; Soriente, A. Synlett 1997, 93.
66. Lakhrissi, Y.; Taillefumier, C.; Lakhrissi, M.; Chapleur, Y. Tetrahedron Asym. 2000, 11, 417.; Sabitha, G.; Reddy, M. M.; Srinivas, D.; Yadov, J. S. Tetrahedron Lett. 1999, 40, 165.; Xu, C.; Chen, G.; Fu, C.; Huang, X. Synth. Commun. 1995, 25, 2229.; Fu, C.; Xu, C.; Huang, Z.-Z.; Huang, X. Org. Prep. Proced. Int. 1997, 29, 587.; Spinella, A.; Fortunati, T.; Soriente, A. Synlett 1997, 93.
67. Lakhrissi, Y.; Taillefumier, C.; Lakhrissi, M.; Chapleur, Y. Tetrahedron Asym. 2000, 11, 417.; Sabitha, G.; Reddy, M. M.; Srinivas, D.; Yadov, J. S. Tetrahedron Lett. 1999, 40, 165.; Xu, C.; Chen, G.; Fu, C.; Huang, X. Synth. Commun. 1995, 25, 2229.; Fu, C.; Xu, C.; Huang, Z.-Z.; Huang, X. Org. Prep. Proced. Int. 1997, 29, 587.; Spinella, A.; Fortunati, T.; Soriente, A. Synlett 1997, 93.
68. Lakhrissi, Y.; Taillefumier, C.; Lakhrissi, M.; Chapleur, Y. Tetrahedron Asym. 2000, 11, 417.; Sabitha, G.; Reddy, M. M.; Srinivas, D.; Yadov, J. S. Tetrahedron Lett. 1999, 40, 165.; Xu, C.; Chen, G.; Fu, C.; Huang, X. Synth. Commun. 1995, 25, 2229.; Fu, C.; Xu, C.; Huang, Z.-Z.; Huang, X. Org. Prep. Proced. Int. 1997, 29, 587.; Spinella, A.; Fortunati, T.; Soriente, A. Synlett 1997, 93.
69. Lakhrissi, Y.; Taillefumier, C.; Lakhrissi, M.; Chapleur, Y. Tetrahedron Asym. 2000, 11, 417.; Sabitha, G.; Reddy, M. M.; Srinivas, D.; Yadov, J. S. Tetrahedron Lett. 1999, 40, 165.; Xu, C.; Chen, G.; Fu, C.; Huang, X. Synth. Commun. 1995, 25, 2229.; Fu, C.; Xu, C.; Huang, Z.-Z.; Huang, X. Org. Prep. Proced. Int. 1997, 29, 587.; Spinella, A.; Fortunati, T.; Soriente, A. Synlett 1997, 93.
70. Buddrus, J. Angew. Chem. 1974, 94, 1173.
71. Westman, J. Org. Lett. 2001, 3745.
72. Strauss, C. R.; Trainor, R. W. Aust. J. Chem. 1995, 48, 1665.
73. Söderberg, E.; Westman, J.; Oscarson, S. J. Carbohydrate Chem. 2001, 20(5), 397.
74. Kaiser, N-F.; Hallberg, A.; Larhed, M. J. Combi. Chem. 2002, 4, 109.
75. Herrmann, W.A.; Brossmer, C.; Reisinger, C-P.; Riermeier, T.H.; Ofele, K.; Beller, M. Chem. Eur. J. 1997, 3(8), 1357.
76. Larhed, M.; Hoshino, M.; Hadida, S.; Curran, D.P.; Hallberg, A. J. Org. Chem. 1997, 62(16), 5583.
77. Hsieh, H.-P.; Chen, S.-T.; Wang, K.-T. J. Chin. Chem. Soc. 1997, 44, 597.
78. Thompson, L. A.; Ellman, J. A. Tetrahedron Lett. 1994, 35, 9333.
79. Kick, E. K.; Ellman, J. A. J. Med. Chem. 1995, 38, 1427.
80. Williams, L. J. Chem. Soc. Chem. Commun. 2000, 6, 435.
81. Yu, H.-M; Chen, S.-T.; Wang, K.-T. J. Org. Chem. 1992, 57, 4781.
82. Besson, T.; Guillard, J.; Rees, C. W. Tetrahedron Lett. 2000, 41, 1027.