Photochemistry of Hantzsch 1,4-dihydropyridines and pyridines

Tetrahedron

Volumn 64, Issue 14, 2008, Pages 3190-3196

  Fasani, Elisa ^a   Albini, Angelo ^a   Mella, Mariella ^a  

^a UNIVERSITY OF PAVIA   (Italy)

Author keywords

Aromatization; Hantzsch 1,4 dihydropyridines; Photochemistry; Pyridines

Indexed keywords

1,4 DIHYDROPYRIDINE DERIVATIVE; BENZENE; CARBON; CHLORINE; HYDROGEN; OXYGEN; PYRAN DERIVATIVE; PYRIDINE DERIVATIVE;

AROMATIZATION; ARTICLE; CHEMICAL BOND; ISOMER; PHOTOCHEMISTRY; PHOTOREACTIVITY; PRIORITY JOURNAL; PROTON TRANSPORT; QUANTUM YIELD;

EID: 39649121683     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2008.01.104     Document Type: Article

References (47)

1. Hantzsch A. Liebigs Ann. 215 (1882) 1
2. Watanabe Y., Shiota K., Hoshiko T., and Ozaki S. Synthesis (1983) 761
3. Kellog R.M., Van Bergen T.J., Van Doren H., Hedstrand D., Kooi J., Kruizinga W.H., and Troostwijk C.B. J. Org. Chem. 45 (1980) 2854
4. Vanden Eynde J.J., and Mayence A. Molecules 8 (2003) 381
5. Lavilla R. J. Chem. Soc., Perkin Trans. 1 (2002) 1141
6. Gomez E., Miguel M., Jimenez O., De la Rosa G., and Lavilla R. Tetrahedron Lett. 46 (2005) 3513
7. Sivamurugan V., Kumar R.S., Planichamy M., and Murugesan V. J. Heterocycl. Chem. 42 (2005) 969
8. Wang L.F., Zhang H.Y., Kong L., Chen Z.W., and Shin J.G. Helv. Chim. Acta 87 (2004) 1515
9. Fukuzumi S., Koumitsu S., Hironaka K., and Tanaka T. J. Am. Chem. Soc. 109 (1987) 305
10. Bai S.H., and Chen Y.B. Pharm. Prog. 23 (1999) 13
11. Weiguo Z. Pharmacol. Res. 34 (1996) 187
12. Berson J.A., and Brown E. J. Am. Chem. Soc. 77 (1955) 447
13. Fasani E., Dondi D., Ricci A., and Albini A. Photochem. Photobiol. 82 (2006) 225
14. Shim S.C., Pae A.N., and Lee Y.J. Bull. Korean Chem. Soc. 9 (1988) 271
15. Taiwo F.A., Patterson L.H., Jaroszkiewicz E., Marciniec B., and Ogrodowczyc M. Free Radical Res. 31 (1999) 231
16. Marinkovic V.D., Agbaba D., Karljikovic-Rajic K., Vladimirov S., Nedejkovic J.M., and Jovan M. J. Pharm. Biomed. Anal. 32 (2003) 929
17. Michelitsch A., Reiner J., Schubert-Zsilavecz M., and Likussar W. Pharmazie 50 (1995) 548
18. Rybalova T.V., Sedova V.F., Gatilov Y.V., and Shkurko O.P. J. Struct. Chem. 44 (2003) 870
19. Krivopalov V.P., Sedova V.F., and Shkurko O.P. Russ. Chem. Bull. 52 (2003) 2440
20. Givens R.S., Conrad II P.G., Yousef A.L., and Lee J.I. In: Horspool W., and Lenci F. (Eds). Handbook of Photochemistry and Photobiology (2004), CRC, Orlando 1-46 Chapter 69
21. Barltrop J.A., Plant P.J., and Schonfied P. J. Chem. Soc., Chem. Commun. (1966) 822
22. Fasani E., Fagnoni M., Dondi D., and Albini A. J. Org. Chem. 71 (2006) 2037
23. Pavlik J.W. In: Horspool W.M., and Lenci F. (Eds). Handbook of Photochemistry and Photobiology (2004), CRC, Orlando 1-22 Chapter 97
24. Pavlik J.W., Kebede N., Thompson M., Day A.C., and Barltrop J.A. J. Am. Chem. Soc. 121 (1999) 5666
25. Cao Z., Zhang Q., and Peyerimhoff S.D. Chem.-Eur. J. 7 (2001) 1927
26. Robke W. J. Phys. Chem. 74 (1970) 4198
27. Van Bergen T.J., and Kellog R.M. J. Am. Chem. Soc. 94 (1972) 8451
28. Böcker R.H., and Guengerich F.P. J. Med. Chem. 29 (1986) 1596
29. O′Callighan C.N. Synthesis (1987) 499
30. Vargas R., Rivas C., and Machado R. J. Pharm. Sci. 81 (1992) 399
31. Memarian H.R., Abdoli-Senejani M., and Tangestaninejad S. J. Iran Chem. Soc. 3 (2006) 285
32. Kitao O., and Nakatsuji H. J. Chem. Phys. 88 (1988) 4913
33. Lorenzon J., Fulscher M.P., and Ross B.O. Theor. Chim. Acta 92 (1955) 67
34. Foreman J.B., Head-Gordon M., and Pople J.A. J. Phys. Chem. 96 (1992) 135
35. Zhu X.Q., Li H.R., Li Q., Ai T., Lu J.Y., Yang Y., and Cheng J.P. Chem.-Eur. J. 9 (2003) 871
36. For aromatization promoted by intermolecular photoinduced electron transfer, see:. Jin M.Z., Yang L., Wu L.M., Liu Y.C., and Liu Z.L. Chem. Commun. (1998) 2451
37. Pavez P., and Encinaz M.V. Photochem. Photobiol. 83 (2007) 722
38. Sumiyoshi T. Radiat. Phys. Chem. 50 (1997) 449
39. Schutt L., and Bunce N.J. In: Horspool W., and Lenci F. (Eds). Handbook of Photochemistry and Photobiology (2004), CRC, Orlando 1-18 Chapter 38
40. Masuzaki Y., Matsumura T., Subota H., Ikeda Y., Chisaky Y., Morita M., and Ito H. Organohalogen Compd. 36 (1998) 385
41. Arad-Yellin R., Green B.S., and Muszkat K.A. J. Org. Chem. 48 (1983) 2578
42. Takagi K., and Ogata Y. J. Chem. Soc. (1977) 1980
43. Fink J., and Regitz M. Bull. Soc. Chim. Fr. (1986) 239
44. Hurley R., and Testa A.C. J. Am. Chem. Soc. 90 (1966) 4330
45. Doepp D. In: Horspool W., and Song P.S. (Eds). Handbook of Photochemistry and Photobiology (1995), CRC, Orlando 1-12 Chapter 81
46. Salesi H., and Guo Q.-X. Synth. Commun. 34 (2004) 4349
47. Hatchard C.G., and Parker C.A. Proc. R. Soc. A235 (1958) 518