De novo synthesis of substituted pyridines

Tetrahedron

Volumn 60, Issue 29, 2004, Pages 6043-6061

  Henry, Gavin D ^a  

^a IMPERIAL COLLEGE LONDON   (United Kingdom)

Author keywords

Combinatorial; Pyridine synthesis; Review; Solid phase; Solution phase

Indexed keywords

PYRIDINE DERIVATIVE;

CHEMICAL REACTION; COMBINATORIAL CHEMISTRY; DRUG INDUSTRY; DRUG SYNTHESIS; PRIORITY JOURNAL; REVIEW; SOLID; SUBSTITUTION REACTION;

EID: 3042558198     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2004.04.043     Document Type: Review

References (59)

1. Smith D.M. Coffey S. 2nd ed. Rodd's chemistry of carbon compounds. Vol. IV:1975;27-56 Elsevier Scientific, Amsterdam. Part F
2. Anderson T. Trans. R. Soc. Edinb. 16:1849;123
3. Cohen J.B. J. Chem. Soc. 127:1925;2978
4. Dobbin L. J. Chem. Educ. 11:1934;596
5. Ramsay W. Philos. Mag. 2:1876[v];269
6. Scriven E., Berry D. Speciality Chem. Mag. May:2001;24
7. Farhanullah, Agarwal N., Goel A., Ram V.J. J. Org. Chem. 68:2003;2983
8. Joule J.A., Smith G., Mills K. Heterocyclic chemistry. 3rd ed. 1995;Chapman and Hall, London. pp 72-119
9. Roth H.J., Kleemann A. Pharmaceutical chemistry. Drug synthesis. Vol. 1:1988;407
10. MDDR: MDL Drug Data Registry, by MDL Informations Systems, Inc; San Leandro, California, USA.
11. Li A.-H., Moro S., Forsyth N., Melman N., Ji X.-D., Jacobsen K.A. J. Med. Chem. 42:1999;706
12. Vacher B., Bonnaud B., Funes F., Jubault N., Koek W., Assie M.-B., Cosi C., Kleven M. J. Med. Chem. 42:1999;1648
13. Choi W.B., Houpis I.N., Churchill H.R.O., Molina A., Lynch J.E., Volante R.P., Reider P.J., King A.O. Tetrahedron Lett. 36:1995;4457
14. Abe Y., Kayakiri H., Satoh S., Inoue T., Sawada Y., Inamura N., Asano M., Aramori I., Hatori C., Sawai H., Oku T., Tanaka H. J. Med. Chem. 41:1998;4062
15. Song Z.S., Zhao M., Desmond R., Devine P., Tschaen D.M., Tillyer R., Frey L., Heid R., Xu F., Foster B., Li J., Reamer R., Volante R., Grabowski E.J., Dolling U.H., Reider P.J. J. Org. Chem. 64:1999;9658
16. Matolcsy G. Pesticide chemistry. 1988;Elsevier Scientific, Amsterdam, Oxford. pp 427-430
17. Ware G.W. Pesticides: theory and application. 1983;Freeman, San Francisco, Oxford. pp 102
18. Michaely W.J., Gutman A.D. Baker D.R., Fenyes J.G., Moberg W.K., Cross B. Synthesis and chemistry of agrochemicals. ACS Sypmosium series 335. 1987;. Chapter 5
19. Kozhevnikov V.N., Kozhevnikov D.N., Nikitina T.V., Rusinov V.L., Chupakhin O.L., Zabel M., König B. J. Org Chem. 68:2003;2882
20. Bashford K.E., Burton M.B., Cameron S., Cooper A.L., Hogg R.D., Kane P.D., MacManus D.A., Matrunola C.A., Moody C.J., Robertson A.A.B., Warne M. Tetrahedron Lett. 44:2003;1627
21. Jones G. Katritzky A.R., Rees C.W. Comprehensive heterocyclic chemistry. Vol. 2:1984;395 Pergamon, New York. Part 2
22. Nozaki H., Fujita S., Mori T. Bull. Chem. Soc. Jpn. 42:1969;1163
23. Chubb R.W.J., Bryce M.R., Tarbit B. J. Chem. Soc., Perkin Trans. 1. 16:2001;1853
24. Perveev F.Y., Koshmina N.V. J. Org. Chem. (USSR). 4:1968;167
25. Balaban A.T., Schroth W., Fischer G.W. Adv. Heterocyl. Chem. 10:1969;241
26. Katritzky A.R., Denisenko A., Arend M. J. Org. Chem. 64:1999;6076
27. Hantzsch A. Annalen der Chemie. 215:1882;1
28. Katritzky A.R., Abdel-Fattah A.A.A., Tymoshenko D.O., Essawy S.A. Synthesis. 12:1999;2114
29. Hegde V., Jahng Y.D., Thummel R.P. Tetrahedron Lett. 28:1987;4023
30. Alvarez-Insua A.S., Lora-Tamayo M., Soto J.L. J. Heterocycl. Chem. 7:1970;1305
31. Ramsay W. Philos. Mag. 2:1876[v];269
32. Chelucci G., Faloni M., Giacomelli G. Synthesis. 1990;1121
33. Henecke H. Chem. Ber. 82:1949;36
34. Katritzky A.R., Belyakov S.A., Sorochinsky A.E., Henderson S.A., Chen J. J. Org. Chem. 62:1997;18-6210
35. Nedolya N.A., Schlyakhtina N.I., Kllyba L.V., Ushakov I.A., Fedorov S.V., Brandsma L. Tetrahedron Lett. 43:2002;9679
36. Kondrat'eva, G. Ya.; Huan, C. -H. Dokl. Akad. Nauk. SSSR, 1965, 164, 816 (Chem. Abs. 1966, 64, 2079).
37. Kondrat'eva, G. Ya.; Huan, C. -H. Dokl. Akad. Nauk. SSSR, 1965, 164, 816 (Chem. Abs. 1966, 64, 2079).
38. Pabst G.R., Schmid K., Sauer J. Tetrahedron Lett. 39:1998;6691
39. Nitta M., Soeda H., Koyama S., Iino Y. Bull. Chem. Soc. Jpn. 64:1991;1325
40. Lenoir I., Smith M.L. J. Chem. Soc., Perkin Trans. 1. 2000;641
41. Bushby N., Moody C.J., Riddick D.A., Waldron I.R. Chem. Commun. 1999;793
42. Sharma U., Ahmed S., Boruah R.C. Tetrahedron Lett. 41:2000;3493
43. Janz G.J., Monahan A.R. J. Org. Chem. 29:1964;569
44. Jaworski T., Kwiatkowski S. Rocz. Chem. 44:1970;555
45. Konno K., Hashimoto K., Shirahama H., Matsumoto T. Tetrahedron Lett. 27:1986;33-3865
46. Davies I.W., Marcoux J.-F., Corley E.G., Journet M., Cai D.-W., Palucki M., Wu J., Larsen R.D., Rossen K., Pye P.J., DiMichele L., Dormer P., Reider P.J. J. Org. Chem. 65:2000;8415
47. Marcoux J.-F., Corley E.G., Rossen K., Pye P.J., Wu J., Robbins M.A., Davies I.W., Larsen R.D., Reider P.J. Org. Lett. 2:2000;2339
48. Bates R.B., Gordon B. III, Keller P.C., Rund J.V., Mills N.S. J. Org. Chem. 45:1980;168
49. Murugan R., Scriven E.F.V. J. Heterocycl. Chem. 37:2000;451
50. Grosche P., Holtzel A., Walk T.B., Trautwein A.W., Jung G. Synthesis. 11:1999;1961
51. Cotterill I.C., Usyatinsky A.Y., Arnold J.M., Clark D.S., Dordick J.S., Michels P.C., Khmelnitsky Y.L. Tetrahedron Lett. 39:1998;10-1117
52. Brandli C., Ward T.R. J. Comb. Chem. 2:2000;1-42
53. Powers D.G., Casebier D.S., Fokas D., Ryan W.J., Troth J.R., Coffen D.L. Tetrahedron. 54:1998;16-4085
54. Chiu C.F., Tang Z.L., Ellingboe J.W. J. Comb. Chem. 1:1999;1-73
55. Katritzky A.R., Serdyuk L., Chassaing C., Toader D., Wang X., Forood B., Flatt B., Sun C., Vo K. J. Comb. Chem. 2:2000;2-182
56. Gordeev M.F., Patel D.V., Wu J., Gordon E.M. Tetrahedron Lett. 37:1996;27-4643
57. Bhandari A., Li B., Gallop M.A. Synthesis. 11:1999;1951
58. Tadesse S., Bhandari A., Gallop M.A. J. Comb. Chem. 1:1999;184
59. Marzinzik A.L., Felder E.R. J. Org. Chem. 63:1998;3-723