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For reviews on nitroxyl radicals, see: de Nooy, A. E. J.; Besemer, A. C. ; Bekkum, H. V. Synthesis 1996, 1153. (b) Bobbit, J. M.; Flores, M. C. L. Heterocycles 1988, 27, 509.
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MCPBA: (a) Cella, J. A.; Kelley, J. A.; Kenehan, E. F. J. Org. Chem. 1975, 40, 1860. (b) Cella, J. A.; McGrath, J. P.; Kelley, J. A.; El Soukkary, O.; Hilpert, L. J. Org. Chem. 1977, 42, 2077. (c) Cella, J. A.; Kelley, J. A.; Kenehan, E. F. J. Chem. Soc., Chem. Commun. 1974, 943. (d) Rychnovsky, S. D.; Vaidyanathan, R. J. Org. Chem. 1999, 64, 310. (e) Ganem, B. J. Org. Chem. 1975, 40, 1998.
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37049140973
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MCPBA: (a) Cella, J. A.; Kelley, J. A.; Kenehan, E. F. J. Org. Chem. 1975, 40, 1860. (b) Cella, J. A.; McGrath, J. P.; Kelley, J. A.; El Soukkary, O.; Hilpert, L. J. Org. Chem. 1977, 42, 2077. (c) Cella, J. A.; Kelley, J. A.; Kenehan, E. F. J. Chem. Soc., Chem. Commun. 1974, 943. (d) Rychnovsky, S. D.; Vaidyanathan, R. J. Org. Chem. 1999, 64, 310. (e) Ganem, B. J. Org. Chem. 1975, 40, 1998.
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MCPBA: (a) Cella, J. A.; Kelley, J. A.; Kenehan, E. F. J. Org. Chem. 1975, 40, 1860. (b) Cella, J. A.; McGrath, J. P.; Kelley, J. A.; El Soukkary, O.; Hilpert, L. J. Org. Chem. 1977, 42, 2077. (c) Cella, J. A.; Kelley, J. A.; Kenehan, E. F. J. Chem. Soc., Chem. Commun. 1974, 943. (d) Rychnovsky, S. D.; Vaidyanathan, R. J. Org. Chem. 1999, 64, 310. (e) Ganem, B. J. Org. Chem. 1975, 40, 1998.
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MCPBA: (a) Cella, J. A.; Kelley, J. A.; Kenehan, E. F. J. Org. Chem. 1975, 40, 1860. (b) Cella, J. A.; McGrath, J. P.; Kelley, J. A.; El Soukkary, O.; Hilpert, L. J. Org. Chem. 1977, 42, 2077. (c) Cella, J. A.; Kelley, J. A.; Kenehan, E. F. J. Chem. Soc., Chem. Commun. 1974, 943. (d) Rychnovsky, S. D.; Vaidyanathan, R. J. Org. Chem. 1999, 64, 310. (e) Ganem, B. J. Org. Chem. 1975, 40, 1998.
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Ganem, B.1
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0000810296
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Chlorinating reagents. Trichloroisocyanuric acid: (a) De Luca, L.; Giacomelli, G.; Porcheddu, A. Org. Lett. 2001, 3, 3041. Bleach: (b) Anelli, P. L.; Biffi, C.; Montanari, F.; Quici, S. J. Org. Chem. 1987, 52, 2559. (c) Anelli, P. L.; Banfi, S.; Montanari, F.; Quici, S. J. Org. Chem. 1989, 54, 2970. (d) Anelli, P. L.; Montanari, F.; Quici, S. Org. React. 1990, 61, 212. (e) Bolm, C.; Fey, T. Chem. Commun. 1999, 1795. (f) Leanna, M. R.; Sowin, T. J.; Morton, H. E. Tetrahedron Lett. 1992, 33, 5029. NCS: (g) Einhorn, J.; Einhorn, C.; Ratajczak, F.; Pierre, J.-L. J. Org. Chem. 1996, 61, 7452. Chlorine: (h) Miyazawa, T.; Endo, T. J. Org. Chem. 1985, 50, 1332. CaOCl: (i) Nwauka, S. D.; Keehn, P. M. Tetrahedron Lett. 1982, 23, 3131.
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(2001)
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De Luca, L.1
Giacomelli, G.2
Porcheddu, A.3
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11
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33845282179
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Chlorinating reagents. Trichloroisocyanuric acid: (a) De Luca, L.; Giacomelli, G.; Porcheddu, A. Org. Lett. 2001, 3, 3041. Bleach: (b) Anelli, P. L.; Biffi, C.; Montanari, F.; Quici, S. J. Org. Chem. 1987, 52, 2559. (c) Anelli, P. L.; Banfi, S.; Montanari, F.; Quici, S. J. Org. Chem. 1989, 54, 2970. (d) Anelli, P. L.; Montanari, F.; Quici, S. Org. React. 1990, 61, 212. (e) Bolm, C.; Fey, T. Chem. Commun. 1999, 1795. (f) Leanna, M. R.; Sowin, T. J.; Morton, H. E. Tetrahedron Lett. 1992, 33, 5029. NCS: (g) Einhorn, J.; Einhorn, C.; Ratajczak, F.; Pierre, J.-L. J. Org. Chem. 1996, 61, 7452. Chlorine: (h) Miyazawa, T.; Endo, T. J. Org. Chem. 1985, 50, 1332. CaOCl: (i) Nwauka, S. D.; Keehn, P. M. Tetrahedron Lett. 1982, 23, 3131.
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Anelli, P.L.1
Biffi, C.2
Montanari, F.3
Quici, S.4
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12
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0000934831
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-
Chlorinating reagents. Trichloroisocyanuric acid: (a) De Luca, L.; Giacomelli, G.; Porcheddu, A. Org. Lett. 2001, 3, 3041. Bleach: (b) Anelli, P. L.; Biffi, C.; Montanari, F.; Quici, S. J. Org. Chem. 1987, 52, 2559. (c) Anelli, P. L.; Banfi, S.; Montanari, F.; Quici, S. J. Org. Chem. 1989, 54, 2970. (d) Anelli, P. L.; Montanari, F.; Quici, S. Org. React. 1990, 61, 212. (e) Bolm, C.; Fey, T. Chem. Commun. 1999, 1795. (f) Leanna, M. R.; Sowin, T. J.; Morton, H. E. Tetrahedron Lett. 1992, 33, 5029. NCS: (g) Einhorn, J.; Einhorn, C.; Ratajczak, F.; Pierre, J.-L. J. Org. Chem. 1996, 61, 7452. Chlorine: (h) Miyazawa, T.; Endo, T. J. Org. Chem. 1985, 50, 1332. CaOCl: (i) Nwauka, S. D.; Keehn, P. M. Tetrahedron Lett. 1982, 23, 3131.
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Anelli, P.L.1
Banfi, S.2
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Quici, S.4
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13
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0000711754
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Chlorinating reagents. Trichloroisocyanuric acid: (a) De Luca, L.; Giacomelli, G.; Porcheddu, A. Org. Lett. 2001, 3, 3041. Bleach: (b) Anelli, P. L.; Biffi, C.; Montanari, F.; Quici, S. J. Org. Chem. 1987, 52, 2559. (c) Anelli, P. L.; Banfi, S.; Montanari, F.; Quici, S. J. Org. Chem. 1989, 54, 2970. (d) Anelli, P. L.; Montanari, F.; Quici, S. Org. React. 1990, 61, 212. (e) Bolm, C.; Fey, T. Chem. Commun. 1999, 1795. (f) Leanna, M. R.; Sowin, T. J.; Morton, H. E. Tetrahedron Lett. 1992, 33, 5029. NCS: (g) Einhorn, J.; Einhorn, C.; Ratajczak, F.; Pierre, J.-L. J. Org. Chem. 1996, 61, 7452. Chlorine: (h) Miyazawa, T.; Endo, T. J. Org. Chem. 1985, 50, 1332. CaOCl: (i) Nwauka, S. D.; Keehn, P. M. Tetrahedron Lett. 1982, 23, 3131.
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Anelli, P.L.1
Montanari, F.2
Quici, S.3
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14
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0344563495
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Chlorinating reagents. Trichloroisocyanuric acid: (a) De Luca, L.; Giacomelli, G.; Porcheddu, A. Org. Lett. 2001, 3, 3041. Bleach: (b) Anelli, P. L.; Biffi, C.; Montanari, F.; Quici, S. J. Org. Chem. 1987, 52, 2559. (c) Anelli, P. L.; Banfi, S.; Montanari, F.; Quici, S. J. Org. Chem. 1989, 54, 2970. (d) Anelli, P. L.; Montanari, F.; Quici, S. Org. React. 1990, 61, 212. (e) Bolm, C.; Fey, T. Chem. Commun. 1999, 1795. (f) Leanna, M. R.; Sowin, T. J.; Morton, H. E. Tetrahedron Lett. 1992, 33, 5029. NCS: (g) Einhorn, J.; Einhorn, C.; Ratajczak, F.; Pierre, J.-L. J. Org. Chem. 1996, 61, 7452. Chlorine: (h) Miyazawa, T.; Endo, T. J. Org. Chem. 1985, 50, 1332. CaOCl: (i) Nwauka, S. D.; Keehn, P. M. Tetrahedron Lett. 1982, 23, 3131.
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Bolm, C.1
Fey, T.2
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15
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0026669060
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Chlorinating reagents. Trichloroisocyanuric acid: (a) De Luca, L.; Giacomelli, G.; Porcheddu, A. Org. Lett. 2001, 3, 3041. Bleach: (b) Anelli, P. L.; Biffi, C.; Montanari, F.; Quici, S. J. Org. Chem. 1987, 52, 2559. (c) Anelli, P. L.; Banfi, S.; Montanari, F.; Quici, S. J. Org. Chem. 1989, 54, 2970. (d) Anelli, P. L.; Montanari, F.; Quici, S. Org. React. 1990, 61, 212. (e) Bolm, C.; Fey, T. Chem. Commun. 1999, 1795. (f) Leanna, M. R.; Sowin, T. J.; Morton, H. E. Tetrahedron Lett. 1992, 33, 5029. NCS: (g) Einhorn, J.; Einhorn, C.; Ratajczak, F.; Pierre, J.-L. J. Org. Chem. 1996, 61, 7452. Chlorine: (h) Miyazawa, T.; Endo, T. J. Org. Chem. 1985, 50, 1332. CaOCl: (i) Nwauka, S. D.; Keehn, P. M. Tetrahedron Lett. 1982, 23, 3131.
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Leanna, M.R.1
Sowin, T.J.2
Morton, H.E.3
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16
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0001097669
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Chlorinating reagents. Trichloroisocyanuric acid: (a) De Luca, L.; Giacomelli, G.; Porcheddu, A. Org. Lett. 2001, 3, 3041. Bleach: (b) Anelli, P. L.; Biffi, C.; Montanari, F.; Quici, S. J. Org. Chem. 1987, 52, 2559. (c) Anelli, P. L.; Banfi, S.; Montanari, F.; Quici, S. J. Org. Chem. 1989, 54, 2970. (d) Anelli, P. L.; Montanari, F.; Quici, S. Org. React. 1990, 61, 212. (e) Bolm, C.; Fey, T. Chem. Commun. 1999, 1795. (f) Leanna, M. R.; Sowin, T. J.; Morton, H. E. Tetrahedron Lett. 1992, 33, 5029. NCS: (g) Einhorn, J.; Einhorn, C.; Ratajczak, F.; Pierre, J.-L. J. Org. Chem. 1996, 61, 7452. Chlorine: (h) Miyazawa, T.; Endo, T. J. Org. Chem. 1985, 50, 1332. CaOCl: (i) Nwauka, S. D.; Keehn, P. M. Tetrahedron Lett. 1982, 23, 3131.
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Einhorn, C.2
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Pierre, J.-L.4
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17
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33845378415
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Chlorinating reagents. Trichloroisocyanuric acid: (a) De Luca, L.; Giacomelli, G.; Porcheddu, A. Org. Lett. 2001, 3, 3041. Bleach: (b) Anelli, P. L.; Biffi, C.; Montanari, F.; Quici, S. J. Org. Chem. 1987, 52, 2559. (c) Anelli, P. L.; Banfi, S.; Montanari, F.; Quici, S. J. Org. Chem. 1989, 54, 2970. (d) Anelli, P. L.; Montanari, F.; Quici, S. Org. React. 1990, 61, 212. (e) Bolm, C.; Fey, T. Chem. Commun. 1999, 1795. (f) Leanna, M. R.; Sowin, T. J.; Morton, H. E. Tetrahedron Lett. 1992, 33, 5029. NCS: (g) Einhorn, J.; Einhorn, C.; Ratajczak, F.; Pierre, J.-L. J. Org. Chem. 1996, 61, 7452. Chlorine: (h) Miyazawa, T.; Endo, T. J. Org. Chem. 1985, 50, 1332. CaOCl: (i) Nwauka, S. D.; Keehn, P. M. Tetrahedron Lett. 1982, 23, 3131.
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Endo, T.2
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0001632840
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Chlorinating reagents. Trichloroisocyanuric acid: (a) De Luca, L.; Giacomelli, G.; Porcheddu, A. Org. Lett. 2001, 3, 3041. Bleach: (b) Anelli, P. L.; Biffi, C.; Montanari, F.; Quici, S. J. Org. Chem. 1987, 52, 2559. (c) Anelli, P. L.; Banfi, S.; Montanari, F.; Quici, S. J. Org. Chem. 1989, 54, 2970. (d) Anelli, P. L.; Montanari, F.; Quici, S. Org. React. 1990, 61, 212. (e) Bolm, C.; Fey, T. Chem. Commun. 1999, 1795. (f) Leanna, M. R.; Sowin, T. J.; Morton, H. E. Tetrahedron Lett. 1992, 33, 5029. NCS: (g) Einhorn, J.; Einhorn, C.; Ratajczak, F.; Pierre, J.-L. J. Org. Chem. 1996, 61, 7452. Chlorine: (h) Miyazawa, T.; Endo, T. J. Org. Chem. 1985, 50, 1332. CaOCl: (i) Nwauka, S. D.; Keehn, P. M. Tetrahedron Lett. 1982, 23, 3131.
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Oxone: Bolm, C.; Magnus, A. S.; Hildebrand, J. P. Org. Lett. 2000, 2, 1173.
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Metal salts: Semmelhack, M. F.; Schmid, C. R.; Cortes, D. A.; Chou, C. S. J. Am. Chem. Soc. 1984, 106, 3374. (b) Miyazawa, T.; Endo, T. J. Mol. Catal. 1985, 32, 357.
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IBDA: Mico, A. D.; Margarita, R.; Parlanti, L.; Vescovi, A.; Piancatelli, G. J. Org. Chem. 1997, 62, 6974.
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(b) Shi, Y. J.; Frey, L. F.; Tschaen, D. M.; Verhoeven, T. R. Synth. Commun. 1993, 23, 2623.
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(1993)
Synth. Commun.
, vol.23
, pp. 2623
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Shi, Y.J.1
Frey, L.F.2
Tschaen, D.M.3
Verhoeven, T.R.4
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35
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0141713737
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Nippon Gohsei, U.S. Patent 5,395,943, March 7, 1995
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For other syntheses, see: (a) Yamamoto, T.; Hibi, Y.; Ogawa, T., Nippon Gohsei, U.S. Patent 5,395,943, March 7, 1995. (b) Griffiths, G. J.; Hauck, M. B.; Imwinkelried, R.; Kohr, J.; Roten, C. A.; Stucky, G. C. J. Org. Chem. 1999, 8084.
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-
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Yamamoto, T.1
Hibi, Y.2
Ogawa, T.3
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36
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0033615628
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For other syntheses, see: (a) Yamamoto, T.; Hibi, Y.; Ogawa, T., Nippon Gohsei, U.S. Patent 5,395,943, March 7, 1995. (b) Griffiths, G. J.; Hauck, M. B.; Imwinkelried, R.; Kohr, J.; Roten, C. A.; Stucky, G. C. J. Org. Chem. 1999, 8084.
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(1999)
J. Org. Chem.
, pp. 8084
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-
Griffiths, G.J.1
Hauck, M.B.2
Imwinkelried, R.3
Kohr, J.4
Roten, C.A.5
Stucky, G.C.6
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37
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0141490441
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note
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2: C, 35.40; H, 4.24; N, 11.79. Found: C, 35.88; H, 4.21; N, 11.81. LR MS calcd 235.9, found 235.9.
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38
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85083010444
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For a review of the synthesis of iodoaromatic compounds, see: Merkushev, E. B. Synthesis 1988, 923.
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(1988)
Synthesis
, pp. 923
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Merkushev, E.B.1
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40
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4243944670
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(b) Sen, V. D.; Golubev, V. A.; Kosheleva, T. M. Izv. Akad. Nauk SSSR, Ser. Khim. 1977, 4, 747.
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(1977)
Izv. Akad. Nauk SSSR, Ser. Khim.
, vol.4
, pp. 747
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Sen, V.D.1
Golubev, V.A.2
Kosheleva, T.M.3
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41
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0001668734
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Sato, K.; Aoki, M.; Takagi, J.; Noyori, R. J. Am. Chem. Soc. 1997, 119, 12386.
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(1997)
J. Am. Chem. Soc.
, vol.119
, pp. 12386
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Sato, K.1
Aoki, M.2
Takagi, J.3
Noyori, R.4
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