The triflic acid-mediated cyclisation of N-benzyl-cinnamamides

Tetrahedron

Volumn 69, Issue 2, 2013, Pages 487-491

  King, Frank D ^a   Caddick, Stephen ^a  

^a UNIVERSITY COLLEGE LONDON   (United Kingdom)

Author keywords

Benzazepin 3 ones; Carbocations; Cinnamamides; Intramolecular cyclisation; Triflic acid

Indexed keywords

5 ARYL BENZAZEPINONE DERIVATIVE; BENZAZEPINE DERIVATIVE; CINNAMAMIDE DERIVATIVE; TRIFLUOROMETHANESULFONIC ACID; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CYCLIZATION; DRUG SYNTHESIS; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; PROTON TRANSPORT; SUBSTITUTION REACTION;

EID: 84878822688     PISSN: 00404020     EISSN: 14645416     Source Type: Journal    
DOI: 10.1016/j.tet.2012.11.035     Document Type: Article

References (17)

1. King, F. D.; Caddick, S. Tetrahedron 2012, 68, 9350-9354.
2. Molino, B. F., Liu, S., Sambandam, A., Guzzo, P. R., Hu, M., Zha, C., Nacro, K., Manning, P. D., Isherwood, M. L., Fleming, K. N., Cui, W. and Olson, R. E. WO2007011820A2, 2007, CA 146, 184383, 2007.
3. Croisier, P., Rodriquez, L. USP4080449A 1978, CA 88, 152456, 1978;
4. Johnson, R. E., Busacca, C. A. USP 5098901A 1992, CA 117, 7949, 1992.
5. Johnson, R. E.; Busacca, C. A. Tetrahedron Lett. 1992, 33, 165-168.
6. Wuensch, P., Hasebein, P., Schepmann, D. WO2010012812A1, 2010, CA 152, 238800, 2010.
7. Olah, G. A.; Liao, Q.; Casanova, J.; Bau, R.; Golam Rasul, G.; Prakash, G. K. S. J. Chem. Soc., Perkin Trans. 2 1998, 2239-2242.
8. Flynn, D. L.; Zelle, R. E.; Grieco, P. A. J. Org. Chem. 1983, 48, 2424-2426.
9. Barajas, J. G. H.; Mendez, L. Y. V.; Kouznetsov, V. V.; Stashenko, E. E. Synthesis 2008, 377-382.
10. King, F. D.; Caddick, S. Org. Biomol. Chem. 2011, 9, 1547-1554.
11. Koltunov, K. Y.; Prakash, G. K. S.; Rasul, G.; Olah, G. A. Heterocycles 2004, 62, 757-772.
12. King, F. D.; Aliev, A. E.; Caddick, S.; Tocher, D. A.; Courtier-Murias, D. Org. Biomol. Chem. 2009, 7, 167-177.
13. Hong, W.-H.; Connors, K. A. Anal. Chem. 1968, 40, 1273-1276.
14. Kuhnert, N.; Le-Gresley, A. Org. Biomol. Chem. 2005, 3, 2175-2182.
15. Ackermann, L.; Lygin, A. V.; Hofmann, N. Org. Lett. 2011, 13, 3278-3281.
16. Bull, S. D.; Davies, S. G.; Fenton, G.; Mulvaney, A. W.; Prasad, R. S.; Smith, A. D. J. Chem. Soc., Perkin Trans. 1 2000, 22, 3765-3774.
17. Park, J. O.; Youn, S. W. Org. Lett. 2010, 12, 2258-2261.