none 10.3987/COM-01-9404 CLOCKSS Archive CLOCKSS Archive 5187 36504334 73640 20090309101957 10.13030 2024-06-24T16:33:37Z 2009-03-08T21:20:50Z 4 HETEROCYCLES HETEROCYCLES 0385-5414 HTCYAM 2002 57 2 Michelangelo Gruttadauria Carmela Aprile Paolo Lo Meo Serena Riela Renato Noto 2002 293 COM-01-9404 10.3987/COM-01-9404 20090309101957 https://triggered.stanford.clockss.org/ServeContent?doi=10.3987%2Fcom-01-9404 https://triggered.edinburgh.clockss.org/ServeContent?doi=10.3987%2Fcom-01-9404 1. M. Gruttadauria, C. Aprile, F. D’Anna, P. Lo Meo, S. Riela, and R. Noto, Tetrahedron, 2001, 57, 6815. 2. M. Gruttadauria, P. Lo Meo, and R. Noto, Tetrahedron, 2001, 57, 1819. 10.1016/S0040-4020(99)00876-5 3. M. Gruttadauria, P. Lo Meo, and R. Noto, Tetrahedron, 1999, 55, 14097. 4. M. Gruttadauria, P. Lo Meo, and R. Noto, Tetrahedron, 1999, 55, 4769. 5. L. Arista, M. Gruttadauria, and R. Noto, Heterocycles, 1998, 48, 1325. 10.1055/s-1997-3219 6. L. Arista, M. Gruttadauria, and E. J. Thomas, Synlett, 1997, 627. 7. Compare results from ref. 8 and 9. 8. K. S. Kim, H. B. Park, J. Y. Kim, Y. H. Ahn, and I. H. Jeong, Tetrahedron Lett., 1996, 37, 1249. 9. D. J. Hart, S. Patterson, and A. Zakarian, Heterocycles, 2000, 52, 1025. 10. K. Fujita, K. Murata, M. Iwaoka, and S. Tomoda, Tetrahedron, 1997, 53, 2029. 10.1021/ja001602l 11. M. Spichty, G. Fragale, and T. Wirth, J. Am. Chem. Soc., 2000, 122, 10914. 12. M. Tiecco, L. Testaferri, L. Bagnoli, F. Marini, A. Temperini, C. Tomassini, and C. Santi, Tetrahedron Lett., 2000, 41, 3241. 13. X. Wang, K. N. Houk, M. Spichty, and T. Wirth, J. Am. Chem. Soc., 1999, 121, 8567. 10.1016/S0040-4020(98)00946-6 14. T. Wirth, Tetrahedron, 1999, 55, 1. 15. M. Iwaoka and S. Tomoda, J. Am. Chem. Soc. 1996, 118, 8077. 10.1039/a808126c 16. H. Komatsu, M. Iwaoka, and S. Tomoda, Chem. Commun., 1999, 205. 17. S. Kiyooka, H. Kuroda, and Y. Shimasaki, Tetrahedron Lett., 1986, 27, 3009. 18. E. D. Mihelich and G. A. Hite, J. Am. Chem. Soc., 1992, 114, 7318. 19. B. H. Lipshutz and J. C. Barton, J. Am. Chem. Soc., 1992, 114, 1084. 20. Resubjecting 24 to the reaction conditions (PhSeCl, K2CO3, CH2Cl2, 25 °C) we found it to be stable. 21. M. Tiecco, L. Testaferri, M. Tingoli, L. Bagnoli, F. Marini, C. Santi, and A. Temperini, Gazz. Chim. Ital., 1996, 126, 635. 10.1039/a804264k 22. G. Fragale, M. Neuburger, and T. Wirth, Chem. Commun., 1998, 1867. 23. K. Haraguchi, M. Hosoe, H. Tanaka, S. Tsuruoka, K. Kanmuri, and T. Miyasaka, Tetrahedron Lett., 1998, 39, 5517. 10.1021/jo01299a019 24. Several examples are reported for the use of silica gel in the synthesis of nitrogen heterocycles with PhSeCl: D. L. J. Clive, V. Farina, A. Singh, C. K. Wong, W. A. Kiel, and S. M. Menchen, J. Org. Chem., 1980, 45, 2120; M. Wada, H. Aiura, and K. Akiba, Heterocycles, 1987, 26, 929; M. A. Cooper and A. D. Ward, Tetrahedron Lett., 1992, 33, 5999.