Insight into the mechanisms of the multicomponent Ugi and Ugi-Smiles reactions by ESI-MS(/MS)

European Journal of Organic Chemistry

Volumn 2014, Issue 32, 2014, Pages 7087-7090

  Iacobucci, Claudio ^a   Reale, Samantha ^a   Gal, Jean François ^b   De Angelis, Francesco ^a  

^a UNIVERSITY OF L'AQUILA   (Italy)

^b UNIVERSITÉ DE NICE SOPHIA ANTIPOLIS   (France)

Author keywords

Mass spectrometry; Multicomponent reactions; Reaction intermediates; Reaction mechanisms; Rearrangement

Indexed keywords

EID: 84915822039     PISSN: 1434193X     EISSN: 10990690     Source Type: Journal    
DOI: 10.1002/ejoc.201403179     Document Type: Article

References (23)

1. A. Dömling, I. Ugi, Angew. Chem. Int. Ed. 2000, 39, 3168-3210;
2. Angew. Chem. 2000, 112, 3300-3344.
3. I. Ugi, R. Meyr, U. Fetzer, C. Steinbrückner, Angew. Chem. 1959, 71, 386-388.
4. a) E. Ruijter, R. Scheffelaar, R. V. A. Orru, Angew. Chem. Int. Ed. 2011, 50, 6234-6246;
5. Angew. Chem. 2011, 123, 6358-6371;
6. A. Dömling, Chem. Rev. 2006, 106, 17-89.
7. L. El Kaïm, L. Grimaud, J. Oble, Angew. Chem. Int. Ed. 2005, 44, 7961-7964;
8. Angew. Chem. 2005, 117, 8175-8178.
9. C. Nicolas, R. Ramozzi, L. El Kaïm, L. Grimaud, P. Fleurat-Lessard, J. Org. Chem. 2012, 77, 1361-1366.
10. N. Cheron, L. El Kaïm, L. Grimaud, P. Fleurat-Lessard, J. Phys. Chem. A 2011, 115, 10106-10112.
11. C. Faggi, M. García-Valverde, S. Marcaccini, G. Menchi, Org. Lett. 2010, 12, 788-791.
12. G. A. Medeiros, W. A. da Silva, G. A. Bataglion, D. A. C. Ferreira, H. C. B. de Oliveira, M. N. Eberlin, B. A. D. Neto, Chem. Commun. 2014, 50, 338-340.
13. a) F. Coelho, M. N. Eberlin, Angew. Chem. Int. Ed. 2011, 50, 5261-5263;
14. Angew. Chem. 2011, 123, 5370-5372;
15. C. A. Marquez, F. Fabretti, J. O. Metzger, Angew. Chem. Int. Ed. 2007, 46, 6915-6917;
16. Angew. Chem. 2007, 119, 7040-7042;
17. C. Adlhart, P. Chen, Helv. Chim. Acta 2000, 83, 2192-2196.
18. D. Schröder, Acc. Chem. Res. 2012, 45, 1521-1532.
19. F. M. Nachtigall, M. N. Eberlin, Organic Reaction Studies by ESI-MS, in: Reactive Intermediates: MS Investigations in Solution (Ed.: L. S. Santos), Wiley-VCH, Weinheim, Germany, 2010.
20. L. M. Ramos, B. C. Guido, C. C. Nobrega, J. R. Corrêa, R. G. Silva, H. C. B. de Oliveira, A. F. Gomes, F. C. Gozzo, B. A. D. Neto, Chem. Eur. J. 2013, 19, 4156-4168.
21. G. A. Eiceman, Z. Karpas, H. H. Hill Jr., Ion Mobility Spectrometry, CRC Press, Boca Raton, 2013.
22. B. Paizs, S. Suhai, Mass Spectrom. Rev. 2005, 24, 508-548.
23. B. Anaëlle, L. El Kaïm, M. Gizolme, L. Grimaud, Eur. J. Org. Chem. 2008, 5974-5987.