Synthesis of new azido porphyrins and their reactivity in copper(I)-catalyzed Huisgen 1,3-dipolar cycloaddition reaction with alkynes

Tetrahedron Letters

Volumn 48, Issue 37, 2007, Pages 6518-6522

  Séverac, Marjorie ^a   Pleux, Loïc Le ^a   Scarpaci, Annabelle ^a   Blart, Errol ^a   Odobel, Fabrice ^a  

^a UNIVERSITÉ DE NANTES   (France)

Author keywords

[No Author keywords available]

Indexed keywords

ALKYNE DERIVATIVE; AZIDE; PORPHYRIN DERIVATIVE;

ARTICLE; CATALYSIS; CHEMICAL REACTION; CYCLOADDITION; HEAT TOLERANCE; QUANTITATIVE ANALYSIS; REACTION ANALYSIS; SUBSTITUTION REACTION; THERMOSTABILITY;

EID: 34547842047     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.07.049     Document Type: Article

References (23)

1. Bock V.D., Hiemstra H., and van Maarseveen J.H. Eur. J. Org. Chem. 2006 (2006) 51-68
2. Rostovtsev V.V., Green L.G., Fokin V.V., and Sharpless K.B. Angew. Chem., Int. Ed. 41 (2002) 2596-2599
3. Tornoe C.W., Christensen C., and Meldal M. J. Org. Chem. 67 (2002) 3057-3064
4. Shen D.-M., Liu C., and Chen Q.-Y. Eur. J. Org. Chem. 9 (2007) 1419-1422
5. Lindsey J.S. J. Org. Chem. 65 (2000) 1084-1092
6. Littler B.J., Ciringh Y., and Lindsey J.S. J. Org. Chem. 64 (1999) 2864-2872
7. Lindsey J.S., Schreiman I.C., Hsu H.C., Kearney P.C., and Marguerettaz A.M. J. Org. Chem. 52 (1987) 827-836
8. Liu X., Liu J., Jin K., Yang X., Peng Q., and Sun L. Tetrahedron 61 (2005) 5655-5662
9. 2 + 2H: 859.3; found, 859.2.
10. Odobel F., Suresh S., Blart E., Nicolas Y., Quintard J.-P., Janvier P., Questel J.-Y.L., Illien B., Rondeau D., Richomme P., Häupl T., Wallin S., and Hammarström L. Chem. Eur. J. 8 (2002) 3027-3046
11. Hartnell R.D., Edwards A.J., and Arnold D.P. J. Porphyrins Phthalocyanines 6 (2002) 695-707
12. Feng X., and Senge M.O. J. Chem. Soc., Perkin Trans. 1 (2001) 1030-1038
13. Senge M.O. Acc. Chem. Res. 38 (2005) 733-743
14. Senge M.O., Kalisch W.W., and Bischoff I. Chem.-Eur. J. 6 (2000) 2721-2738
15. Yoshida N., Ishizuka T., Yofu K., Murakami M., Miyasaka H., Okada T., Nagata Y., Itaya A., Cho H.S., Kim D., and Osuka A. Chem.-Eur. J. 9 (2003) 2854-2866
16. 2 + 2H, 833.4; found, 833.5.
17. Zhu W., and Ma D. Chem. Commun. (2004) 888-889
18. Ortiz de Montellano P.R., David S.K., Ator M.A., and Tew D. Biochem. 27 (1988) 5470-5476
19. Smith K.M., Barnett G.H., Evans B., and Martynenko Z. J. Am. Chem. Soc. 101 (1979) 5953-5961
20. Himo F., Lovell T., Hilgraf R., Rostovtsev V.V., Noodleman L., Sharpless K.B., and Fokin V.V. J. Am. Chem. Soc. 127 (2005) 210-216
21. Yoo E.J., Ahlquist M., Kim S.H., Bae I., Fokin V.V., Sharpless K.B., and Chang S. Angew. Chem., Int. Ed. 46 (2007) 1730-1733
22. Gololobov Y.G., Zhmurova I.N., and Kasukhin L.F. Tetrahedron 37 (1981) 437-472
23. Díez-González S., Correa A., Cavallo L., and Nolan S.P. Chem. Eur. J. 12 (2006) 7558-7564