Formation of N-acetyl-2,3-dihydroindoles by the electrochemical cleavage of the carbon-chlorine bond in N-allyl-2-chloroacetanilides

Acta Chemica Scandinavica

Volumn 52, Issue 5, 1998, Pages 549-554

  Dias, Marylène ^a   Gibson, Mandy ^a   Grimshaw, James ^a   Hill, Ian ^a   Trocha Grimshaw, Jadwiga ^a   Hammerich, Ole ^b  

^a QUEEN'S UNIVERSITY BELFAST   (United Kingdom)

^b UNIVERSITY OF COPENHAGEN   (Denmark)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000896854     PISSN: 0904213X     EISSN: None     Source Type: Journal    
DOI: 10.3891/acta.chem.scand.52-0549     Document Type: Article

References (27)

1. Grimshaw, J., Hamilton, R. and Trocha-Grimshaw, J. J. Chem. Soc., Perkin Trans. 1 (1982) 229; Grimshaw, J. and Hewitt, S. A. Proc. R. Ir. Acad. Sect. B 83 (1983) 93; Grimshaw, J. and Hewitt, S. A. J. Chem. Soc., Perkin Trans. 1 (1990) 1995; Donnelly, S., Grimshaw, J. and Trocha-Grimshaw, J. J. Chem. Soc., Perkin Trans. 1 (1993) 1557.
2. Grimshaw, J., Hamilton, R. and Trocha-Grimshaw, J. J. Chem. Soc., Perkin Trans. 1 (1982) 229; Grimshaw, J. and Hewitt, S. A. Proc. R. Ir. Acad. Sect. B 83 (1983) 93; Grimshaw, J. and Hewitt, S. A. J. Chem. Soc., Perkin Trans. 1 (1990) 1995; Donnelly, S., Grimshaw, J. and Trocha-Grimshaw, J. J. Chem. Soc., Perkin Trans. 1 (1993) 1557.
3. Grimshaw, J., Hamilton, R. and Trocha-Grimshaw, J. J. Chem. Soc., Perkin Trans. 1 (1982) 229; Grimshaw, J. and Hewitt, S. A. Proc. R. Ir. Acad. Sect. B 83 (1983) 93; Grimshaw, J. and Hewitt, S. A. J. Chem. Soc., Perkin Trans. 1 (1990) 1995; Donnelly, S., Grimshaw, J. and Trocha-Grimshaw, J. J. Chem. Soc., Perkin Trans. 1 (1993) 1557.
4. Grimshaw, J., Hamilton, R. and Trocha-Grimshaw, J. J. Chem. Soc., Perkin Trans. 1 (1982) 229; Grimshaw, J. and Hewitt, S. A. Proc. R. Ir. Acad. Sect. B 83 (1983) 93; Grimshaw, J. and Hewitt, S. A. J. Chem. Soc., Perkin Trans. 1 (1990) 1995; Donnelly, S., Grimshaw, J. and Trocha-Grimshaw, J. J. Chem. Soc., Perkin Trans. 1 (1993) 1557.
5. Donnelly, S., Grimshaw, J. and Trocha-Grimshaw, J. Electrochim. Acta 41 (1996) 489.
6. Scaiano, J. C. and Stewart, L. C. J. Am. Chem. Soc. 105 (1983) 3609.
7. For a more rigorous treatment of this problem see: Amatore, C. and Savéant, J. M. J. Electroanal. Chem. 123 (1981) 203.
8. Newmann, W. P. Synthesis (1987) 665; Jones, K. and Storey, J. M. D. J. Chem. Soc., Chem. Commun. (1992) 1766; Jones, K. and Storey, J. M. D. Tetrahedron 49 (1993) 4901.
9. Newmann, W. P. Synthesis (1987) 665; Jones, K. and Storey, J. M. D. J. Chem. Soc., Chem. Commun. (1992) 1766; Jones, K. and Storey, J. M. D. Tetrahedron 49 (1993) 4901.
10. Newmann, W. P. Synthesis (1987) 665; Jones, K. and Storey, J. M. D. J. Chem. Soc., Chem. Commun. (1992) 1766; Jones, K. and Storey, J. M. D. Tetrahedron 49 (1993) 4901.
11. Dittami, J. P. and Ramanathan, H. Tetrahedron Lett. 29 (1988) 45.
12. Giese, B., Kopping, B. and Chatgiliaioglu, C. Tetrahedron Lett. 32 (1991) 1737.
13. Andrieux, C. P., Savéant, J. M. and Zann, D. Nouv. J. Chim. 8 (1984) 107.
14. Grimshaw, J. and Thompson, N. J. Electroanal. Chem. 205 (1986) 35; Andrieux, C. P. and Savéant, J. M. J. Electroanal. Chem. 205 (1986) 43.
15. Grimshaw, J. and Thompson, N. J. Electroanal. Chem. 205 (1986) 35; Andrieux, C. P. and Savéant, J. M. J. Electroanal. Chem. 205 (1986) 43.
16. Parker, V. D. J. Am. Chem. Soc. 98 (1976) 98.
17. Boujiel, K., Martigny, P. and Simonet, J. J. Electronal. Chem. 144 (1983) 437.
18. Stewart, W. E. and Siddall, T. H. Chem. Rev. 70 (1970) 517.
19. Siddall, T. H. and Stewart, W. E. J. Phys. Chem. 73 (1969) 40.
20. Adams, R. and Sundholm, N. K. J. Am. Chem. Soc. 70 (1948) 2667.
21. Nagarajan, K., Nair, M. D. and Pillai, P. H. Tetrahedron 25 (1967) 1683.
22. Nielsen, M. F., Laursen, S. Aa. and Hammerich, O. Acta Chem. Scand. 44 (1990) 932.
23. Cohen, J. B. and Dakin, H. D. J. Chem. Soc. 81 (1902) 1337.
24. Schmelkes, F. C. and Rubin, M. J. Am. Chem. Soc. 66 (1944) 1631.
25. Imomoto, T., Takaoka, T. and Yokoyama, M. Synthesis (1983) 142.
26. Pollmann, W. and Schamm, G. Biochem. Biophys. Acta 80 (1964) 1.
27. Blanksma, J. J. and Petri, E. M. Recl. Trav. Chim. 66 (1947) 371.