Radical arylaminomethylation of unactivated alkenes

Organic Letters

Volumn 11, Issue 13, 2009, Pages 2844-2847

  Lebreux, Frédéric ^a   Quiclet Sire, Béatrice ^a   Zard, Samir Z ^a  

^a LABORATOIRE DE SYNTHÈSE ORGANIQUE   (France)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 67649472594     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol901055j     Document Type: Article

References (21)

1. Quiclet-Sire, B.; Zard, S. Z. Org. Lett. 2008, 10, 3279.
2. For reviews of die xanthate transfer chemistry, see: (a) Zard, S. Z. Angew. Chem., Int. Ed; Engl. 1997, 36, 672.
3. (b) Zard, S. Z. Radicals in Organic Synthesis; Renaud, P., Sibi, M. P., Eds.; Wiley-VCH: Weinheim, 2001; Vol. 1, p 90.
4. (c) Quiclet-Sire, B.; Zard, S. Z. Chem-Eur. J. 2006, 12, 6002.
5. (d) Quiclet-Sire, B.; Zard, S. Z.Top. Curr. Chem. 2006, 264,201.
6. (e) Zard, S. Z. Org. Biomol. Chem. 2007, 5, 205.
7. El Ghammarti, S.; Rigo, B.; Mejdi, H.; Henichart, J.-P.; Couturier, D. J. Heterocycl. Chem. 1998, 35, 555.
8. Ly, T.-.M.; Quiclet-Sire, B.; Sortais, B.; Zard, S. Z. Tetrahedron Lett. 1999, 40, 2533.
9. Garden, S. J.; Torres, J. C.; Souza Melo, S. C.; Lima, A. S.; Pinto, A. C.; Lima, E. L. S. Tetrahedron Lett. 2001, 42, 2089.
10. Quiclet-Sire, B.; Sortais, B.; Zard, S. Z. Synlett 2002, 903.
11. For some recent, medicinally oriented work on isatin derivatives, see: (a) Diaz, P.; Phatak, S. S.; Xu, J.; Astruc-Diaz, F.; Cavasotto, C. N.; Naguib, M. J. Med. Chem. 2009, 52, 433.
12. (b) Chu, W.; Rothfuss, J.; Chu, Y.; Zhou, D.; Mach, R. H. J. Med. Chem. 2009, 52, 2188.
13. (c) Hyatt, J. L.; Moak, T.; Hatfield, M. J.; Tsurkan, L.; Edwards, C .C.; Wierdl, M.; Danks, M. K; Wadkins, R. M.; Potter, P. M. J. Med. Chem. 2007, 50, 1876.
14. (d) Vine, K. L.; Locke, J. M.; Ranson, M.; Pyne, S. G.; Bremner, J. B. J. Med. Chem. 2007, 50, 5.109.
15. (e) Pirrung, M. C.; Pansare, S. V.; Sarma, K. S.; Keith, K. A.; Kern, E. R. J. Med. Chem. 2005, 48, 3045.
16. Binot, G.; Zard, S. Z. Tetrahedron Lett. 2005, 46, 7503.
17. (a) Bacqué, E.; El Qacemi, M.; Zard, S. Z. Org. Lett. 2004, 6, 3671.
18. (b) Kaoudi, T.; Quiclet-Sire, B.; Seguin, S.; Zard, S. Z. Angew. Chem., Int. Ed. Engl, 2000, 39, 731, and references cited therein.
19. Dai-Il, J.; Tae-Wonchoi, C.; Yun-Young, K.; In-Shik, K.; YouMi, P.; Yong-Gyun, L.; Doo-Hee, J. Synth. Commun. 1999, 29, 1941.
20. A search of Beilstein returned only 15 structures. See: Katritzky, A. R.; Abonia, R.; Yang, B.; Qi, M.; Insuasty, B. Synthesis 1998, 1487.
21. For example, tricyclic amides closely related to compounds 35 have been found to be potent systemic fungicides. See: Bass, R. J.; Koch, R. H.; Richards, H. C.; Thorpe, J. E. ¿Agrie Food Chem. 1981, 29, 576.