2-Iodoxybenzenesulfamides: New pseudobenziodoxole-based hypervalent iodine reagents

Tetrahedron Letters

Volumn 45, Issue 13, 2004, Pages 2719-2721

  Koposov, Alexey Y ^a   Litvinov, Dmitry N ^a   Zhdankin, Viktor V ^a  

^a UNIVERSITY OF MINNESOTA DULUTH   (United States)

Author keywords

Benziodoxole; Hypervalent iodine; IBX; Oxidation

Indexed keywords

2 IODOXYBENZENESULFAMIDE DERIVATIVE; ALDEHYDE DERIVATIVE; AMIDE; BENZENE DERIVATIVE; BENZYL ALCOHOL DERIVATIVE; IODINE DERIVATIVE; PSEUDOBENZIODOXOLE; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; ELECTROSPRAY MASS SPECTROMETRY; OXIDATION; PROTON NUCLEAR MAGNETIC RESONANCE; X RAY ANALYSIS;

EID: 1542358711     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.02.053     Document Type: Article

References (28)

1. Varvoglis A. Hypervalent Iodine in Organic Synthesis. 1997;Academic, London.
2. Hypervalent Iodine Chemistry. Wirth T. Topics in Current Chemistry. Vol. 224:2003;Springer, Berlin, Heidelberg.
3. Morales-Rojas H., Moss R.A. Chem. Rev. 102:2002;2497.
4. Zhdankin V.V., Stang P.J. Chem. Rev. 102:2002;2523.
5. Zhdankin V.V. Rev. Heteroatom Chem. 17:1997;133.
6. Wirth T., Hirt U.H. Synthesis. 1999;1271.
7. Wirth T. Angew. Chem., Int. Ed. 40:2001;2812.
8. Thottumkara A.P., Vinod T.K. Tetrahedron Lett. 43:2002;569.
9. Zhdankin V.V., Smart J.T., Zhao P., Kiprof P. Tetrahedron Lett. 41:2000;5299.
10. Ozanne A., Pouysegu L., Depernet D., Francois B., Quideau S. Org. Lett. 5:2003;2903.
11. Zhdankin V.V., Koposov A.Y., Netzel B.C., Yashin N.V., Rempel B.P., Ferguson M.J., Tykwinski R.R. Angew. Chem., Int. Ed. 42:2003;2194.
12. Zhdankin V.V., Litvinov D.N., Koposov A.Y., Luu T., Ferguson M.J., McDonald R., Tykwinski R.R. J. Chem. Soc., Chem. Commun. 2004;106.
13. Mülbaier M., Giannis A. Angew. Chem., Int. Ed. 40:2001;4393.
14. Mulbaier M., Giannis A. ARKIVOC. 2003;228.
15. Sorg G., Mengel A., Jung G., Rademann J. Angew. Chem., Int. Ed. 40:2001;4395.
16. Reed N.N., Delgado M., Hereford K., Clapham B., Janda K.D. Bioorg. Med. Chem. Lett. 12:2002;2047.
17. Lei Z., Denecker C., Jegasothy S., Sherrington D.C., Slater N.K.H., Sutherland A.J. Tetrahedron Lett. 44:2003;1635.
18. Chung W.-J., Kim D.-K., Lee Y.-S. Tetrahedron Lett. 44:2003;9251.
19. Chau M.M., Kice J.L. J. Org. Chem. 42:1977;3265.
20. 4S: C, 32.53; H, 3.28; N, 3.79; I, 34.37; S, 8.69. Found: C, 32.47; H, 3.30; N, 3.80; I, 34.20; S, 8.49.
21. +.
22. Macikenas D., Skrzypczak-Jankun E., Protasiewicz J.D. Angew. Chem., Int. Ed. 39:2000;2007.
23. Macikenas D., Skrzypczak-Jankun E., Protasiewicz J.D. J. Am. Chem. Soc. 121:1999;7164.
24. Meprathu B.V., Protasiewicz J.D. ARKIVOC. 2003;83.
25. Hirt U.H., Schuster M.F.H., French A.N., Wiest O.G., Wirth T. Eur. J. Org. Chem. 2001;1569.
26. Hirt U.H., Spingler B., Wirth T.J. Org. Chem. 63:1998;7674.
27. Nikiforov V.A., Karavan V.S., Miltsov S.A., Selivanov S.I., Kolehmainen E., Wegelius E., Nissinen M. ARKIVOC. 2003;170.
28. Nicolaou K.C., Montagnon T., Baran P.S. Angew. Chem., Int. Ed. 41:2002;993.