Pure Appl. Chem., 2007, Vol. 79, No. 11, pp. 1949-1958
http://dx.doi.org/10.1351/pac200779111949
Photochemically induced radical addition of tertiary amines to C=C and C=O double bonds: A green chemistry contribution to organic synthesis
References
- 1. (a). N. J. Turro. Angew. Chem., Int. Ed. Engl. 25, 882 (1986); (http://dx.doi.org/10.1002/anie.198608821)
- 1. (b). N. J. Turro. Modern Molecular Photochemistry, University Science Books, Mill Valley, CA (1991);
- 1. (c). CRC Handbook of Organic Photochemistry and Photobiology, 2nd ed., W. Horspool, F. Lenci (Eds.), CRC Press, Boca Raton, FL (2004).
- 2. (a). G. J. Kavarnos. Fundamentals of Photoinduced Electron Transfer, VCH, New York (1993);
- 2. (b). V. Balzani (Ed.). Electron Transfer in Chemistry, Vols. 1-5, Wiley-VCH, Weinheim (2001);
- 2. (c). M. Schmittel, A. Burghart. Angew. Chem., Int. Ed. Engl. 36, 2550 (1997); (http://dx.doi.org/10.1002/anie.199725501)
- 2. (d). J. Mattay (Ed.). Top. Curr. Chem. 156 (Photoinduced Electron Transfer I) (1990);
- 2. (e). J. Mattay (Ed.). Top. Curr. Chem. 158 (Photoinduced Electron Transfer II) (1990);
- 2. (f). J. Mattay (Ed.). Top. Curr. Chem. 159 (Photoinduced Electron Transfer III) (1991);
- 2. (g). J. Mattay (Ed.). Top. Curr. Chem. 163 (Photoinduced Electron Transfer IV) (1992);
- 2. (h). J. Mattay (Ed.). Top. Curr. Chem. 168 (Photoinduced Electron Transfer V) (1993).
- 3. P. A. Baguley, J. C. Walton. Angew. Chem., Int. Ed. 37, 3072 (1998). (http://dx.doi.org/10.1002/(SICI)1521-3773(19981204)37:22<3072::AID-ANIE3072>3.0.CO;2-9)
- 4. (a). G. Pandey. Synlett 546 (1992); (http://dx.doi.org/10.1055/s-1992-21410)
- 4. (b). P. Renaud, L. Giraud. Synthesis 913 (1996); (http://dx.doi.org/10.1055/s-1996-4332)
- 4. (c). J. Cossy, J.P. Pete. Adv. Electron Transfer Chem. 5, 141 (1996);
- 4. (d). J. Cossy. In Radicals in Organic Synthesis, Vol. 1, P. Renaud, M. P. Sibi (Eds.), pp. 229-249, Wiley-VCH, Weinheim (2001);
- 4. (e). N. Huther, A. F. Parsons. In CRC Handbook of Organic Photochemistry and Photobiology, 2nd ed., W. Horspool, F. Lenci (Eds.), pp. 6/1-6/14, CRC Press, Boca Raton, FL (2004);
- 4. (f). In CRC Handbook of Organic Photochemistry and Photobiology, 2nd ed., W. Horspool, F. Lenci (Eds.), pp. 7/1-7/18, CRC Press, Boca Raton, FL (2004).
- 5. G. Kraus, L. Chen. Tetrahedron Lett. 32, 7151 (1991). (http://dx.doi.org/10.1016/0040-4039(91)80462-F)
- 6. T. Hasegawa, T. Ogawa, K. Miyata, A. Karakizawa, M. Komiyama, K. Nishizawa, M. Yoshioka. J. Chem. Soc., Perkin Trans. 1 901 (1990). (http://dx.doi.org/10.1039/p19900000901)
- 7. (a). H. J. Roth, M. H. El Raie. Tetrahedron Lett. 2445 (1970); (http://dx.doi.org/10.1016/S0040-4039(01)98251-6)
- 7. (b). E. H. Gold. J. Am. Chem. Soc. 93, 2793 (1971); (http://dx.doi.org/10.1021/ja00740a041)
- 7. (c). M. M. Hesabi, J. Hill, A. A. El-Hamamy. J. Chem. Soc., Perkin Trans. 1 2371 (1980). (http://dx.doi.org/10.1039/p19800002371)
- 8. P. Wessig. In Organic Photochemistry and Photobiology, 2nd ed., W. Horspool, F. Lenci (Eds.), pp. 57/1-57/20, CRC Press, Boca Raton, FL (2004).
- 9. J.-C. Gramin, R. Remuson, D. Vallee-Goyet, J. Guilhem, C. Lavaud. J. Nat. Prod. 54, 1062 (1991). (http://dx.doi.org/10.1021/np50076a022)
- 10. N. Hoffmann, J.-P. Pete. Molecular and Supramolecular Photochemistry, Vol. 11, Chiral Photochemistry, Y. Inoue, V. Ramamurthy (Eds.), pp. 179-233, Marcel Dekker, New York (2004).
- 11. C. J. Easton. Chem. Rev. 97, 53 (1997). (http://dx.doi.org/10.1021/cr9402844)
- 12. M. Oelgemoller, A. G. Griesbeck. J. Photochem. Photobiol. C: Rev. 3, 109 (2002). (http://dx.doi.org/10.1016/S1389-5567(02)00022-9)
- 13. Z. Su, P. S. Mariano, D. E. Falvey, U. C. Yoon, S. W. Oh. J. Am. Chem. Soc. 120, 10676 (1998). (http://dx.doi.org/10.1021/ja981541f)
- 14. A. G. Griesbeck, T. Heinrich, M. Oelgemoller, J. Lex, A. Molis. J. Am. Chem. Soc. 124, 10972 (2002). (http://dx.doi.org/10.1021/ja025804o)
- 15. A. G. Griesbeck, T. Heinrich, M. Oelgemoller, J. Lex, A. Molis, A. Heidtmann. Helv. Chim. Acta 85, 4561 (2002). (http://dx.doi.org/10.1002/hlca.200290027)
- 16. A. G. Griesbeck, W. Kramer, J. Lex. Angew. Chem., Int. Ed. 40, 577 (2001). (http://dx.doi.org/10.1002/1521-3773(20010202)40:3<577::AID-ANIE577>3.0.CO;2-L)
- 17. M. Machida, H. Takechi, Y. Kanaoka. Heterocycles 14, 1255 (1980).
- 18. K. Maruyama, M. Hashimoto, H. Tamiaki. J. Org. Chem. 57, 6143 (1992). (http://dx.doi.org/10.1021/jo00049a019)
- 19. S. Bertrand, N. Hoffmann, J. P. Pete. Eur. J. Org. Chem. 2227 (2000). (http://dx.doi.org/10.1002/1099-0690(200006)2000:12<2227::AID-EJOC2227>3.0.CO;2-8)
- 20. E. S. D. Alvarenga, J. Mann. J. Chem. Soc., Perkin Trans. 1 2141 (1993). (http://dx.doi.org/10.1039/p19930002141)
- 21. S. Bertrand, N. Hoffmann, S. Humbel, J. P. Pete. J. Org. Chem. 65, 8690 (2000). (http://dx.doi.org/10.1021/jo001166l)
- 22. N. Hoffmann, S. Bertrand, S. Marinkovic, J. Pesch. Pure Appl. Chem. 78, 2227 (2006). (http://dx.doi.org/10.1351/pac200678122227)
- 23. (a). S. Marinkovic, N. Hoffmann. Chem. Commun. 1576 (2001); (http://dx.doi.org/10.1039/b104387k)
- 23. (b). S. Marinkovic, N. Hoffmann. Int. J. Photoenergy 5, 175 (2003). (http://dx.doi.org/10.1155/S1110662X03000308)
- 24. S. Marinkovic, N. Hoffmann. Eur. J. Org. Chem. 3102 (2004). (http://dx.doi.org/10.1002/ejoc.200400102)
- 25. A. R. Katritzky, Z. Rachwal, B. Rachwal. Tetrahedron 52,15031 (1996). (http://dx.doi.org/10.1016/S0040-4020(96)00911-8)
- 26. U. C. Yoon, P. S. Mariano. Acc. Chem. Res. 25, 233 (1992). (http://dx.doi.org/10.1021/ar00017a005)
- 27. G. Pandey, G. D. Reddy, G. Kumaraswamy. Tetrahedron 50, 8185 (1994). (http://dx.doi.org/10.1016/S0040-4020(01)85300-X)
- 28. E. Meggers, E. Steckhan, S. Blechert. Angew. Chem., Int. Ed. Engl. 34, 2137 (1995). (http://dx.doi.org/10.1002/anie.199521371)
- 29. M. Jonas, S. Blechert, E. Steckhan. J. Org. Chem. 66, 6896 (2001). (http://dx.doi.org/10.1021/jo010144b)
- 30. G. Ciamician. Science 36, 385 (1912). (http://dx.doi.org/10.1126/science.36.926.385)