Photoelectron transfer catalysed reactions of amines with αβ-unsaturated esters and acrylonitrile using different sensitizers

Journal of Photochemistry and Photobiology A: Chemistry

Volumn 97, Issue 3, 1996, Pages 139-150

  Das, S ^a   Dileep Kumar, J S ^a   Shivaramayya, K ^a   George, M V ^a  

^a REGIONAL RESEARCH LABORATORY CSIR   (India)

Author keywords

Carbon carbon bond formation; Photosensitization; Aminoalkyl radicals

Indexed keywords

EID: 0030581001     PISSN: 10106030     EISSN: None     Source Type: Journal    
DOI: 10.1016/1010-6030(96)04304-3     Document Type: Article

References (31)

1. [1] A.R. Pinder, in M.F. Grunden (ed.), Alkaloids, Vol. 12, Chemical Society, London, 1982.
2. [2] K. Undheim and L. Williams, J. Chem. Soc., Chem. Commun., (1994) 883.
3. [3] D.J. Hart and Y.-M. Tsai, J. Am. Chem. Soc., 34 (1982) 1430.
4. [4] H. Ishibashi, N. Nakamura, T. Sato, M. Takeuchi and M. Ikeda, Tetrahedron Lett., 32 (1991) 1725.
5. [5] A.F. Parsons and R.J.K. Taylor, J. Chem. Soc., Perkin Trans. 1, (1994) 1945.
6. [6] B. Giese, Radicals in Organic Synthesis: Formation of CarbonCarbon Bonds, Pergamon, New York, 1986.
7. [7] A. Padwa, H. Nimmesgern and G.S.K. Wong, J Org. Chem., 50 (1985) 5620.
8. [8] U.C. Yoon and P.S. Mariano, Acc. Chem. Res., 25 (1992) 233.
9. [9] Y.T. Jeon, C.-P. Lee and P.S. Mariano, J. Am. Chem. Soc., 113 (1991) 8847.
10. [10] G. Pandey and G. Kumarasamy, Tetrahedron Lett., 29 (1988) 4153.
11. [11] N.J. Pienta, in M.A. Fox and M. Chanon (eds.), Photoinduced Electron Transfer, Part C, Elsevier, Amsterdam, 1988, p. 421.
12. [12] X. Ci and D.G. Whitten, in M.A. Fox and M. Chanon (eds.), Photoinduced Electron Transfer, Part C, Elsevier, Amsterdam, 1988, p. 553.
13. [13] S. Das, J.S. Dileep Kumar, K. Shivaramayya and M.V. George, J. Org. Chem., 59 (1994) 628.
14. [14] S. Das, J.S. Dileep Kumar, K. Shivaramayya and M.V. George, J. Chem. Soc., Perkin Trans, 1, (1995) 1797.
15. [15] J.S. Dileep Kumar, Ph.D. Thesis, University of Kerala, 1995.
16. [16] S. Danishefsky, E. Taniyama and R.R. Webb II, Tetrahedron Lett., 24 (1983) 11.
17. [17] S.R. Wilson and R.A. Sawicki, J. Org. Chem., 44 (1979) 330.
18. [18] P.S. Mariano, in M.A. Fox and M. Chanon (eds.), Photoinduced Electron Transfer, Part C, Elsevier, Amsterdam, 1988, p. 372.
19. [19] A. Lubinaeu, J. Auge and Y. Queneau, Synthesis, (1994) 741.
20. [20] C.-J. Li, Chem. Rev., 93 (1993) 2023.
21. [21 ] R. Breslow, U. Maitra and D. Rideout, Tetrahedron Lett., 24 (1983) 1901.
22. [22] (a) A.A. Ponarus, J. Org. Chem., 35 (1970) 2196.
23. (b) A.A. Ponarus, J. Org. Chem., 55 (1970) 3585.
24. [23] A. Lubinaeau, J. Org. Chem., 51 (1986) 2143.
25. [24] T.-I. Wallow and B.M. Novak, J. Am. Chem. Soc., 113 (1991) 7411.
26. [25] E. Hasegawa and D.P. Curran, J. Org. Chem., 58 (1993) 5008.
27. [26] M. Ramaiah, Tetrahedron, 43 (1987) 3541.
28. [27] W.R. Bergmark, C. Dewan and D.G. Whitten, J. Am. Chem. Soc., 114 (1992) 8810.
29. [28] X. Ci, R.S. da Silva, D. Nicodem and D.G. Whitten, J. Am. Chem. Soc., III (1989) 1337.
30. [29] (a) H. Gan and D.G. Whitten, J. Am. Chem. Soc., 115 (1993) 8031.
31. (b) H. Gan and D.G. Whitten, J. Am. Chem. Soc., 115 (1993) 8038.