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N,N-Dichlorobenzenesulfonamide is commercially available from TCI.
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For examples of radical annulation with carbon-centered radicals, see: (a) Cekovic, Z.; Saicic, R. Tetrahedron Lett. 1986, 27, 5893. (b) Barton, D. H. R.; Zard, S. Z.; da Silva, E. J. Chem. Soc., Chem. Commun. 1988, 285. (c) Curran, D. P.; Chen, M.-H. J. Am. Chem. Soc. 1987, 109, 6558. (d) Curran, D. P.; Chen, M.-H.; Spletzer, E.; Seong, C. M.; Chang, C.-T. J. Am. Chem. Soc. 1987, 111, 8872. (e) Feldman, K. S.; Romanelli, A. L.; Ruckle, R. E., Jr.; Miller, R. F. J. Am. Chem. Soc. 1988, 110, 3300. (f) Miura, K.; Fugami, K.; Oshima, K.; Utimoto, K. Tetrahedron Lett. 1988, 29, 5135. (g) Curran, D. P.; van Elburg, P. A. Tetrahedron Lett. 1989, 30, 2501. (h) Kitagawa, O.; Yamada, Y. Fujiwara, H.; Taguchi, T. J. Org. Chem. 2002, 67, 922. (i) Kitagawa, O.; Yamada, Y. Sugawara, A.; Taguchi, T. Org. Lett. 2002, 4, 1011.
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For examples of radical annulation with carbon-centered radicals, see: (a) Cekovic, Z.; Saicic, R. Tetrahedron Lett. 1986, 27, 5893. (b) Barton, D. H. R.; Zard, S. Z.; da Silva, E. J. Chem. Soc., Chem. Commun. 1988, 285. (c) Curran, D. P.; Chen, M.-H. J. Am. Chem. Soc. 1987, 109, 6558. (d) Curran, D. P.; Chen, M.-H.; Spletzer, E.; Seong, C. M.; Chang, C.-T. J. Am. Chem. Soc. 1987, 111, 8872. (e) Feldman, K. S.; Romanelli, A. L.; Ruckle, R. E., Jr.; Miller, R. F. J. Am. Chem. Soc. 1988, 110, 3300. (f) Miura, K.; Fugami, K.; Oshima, K.; Utimoto, K. Tetrahedron Lett. 1988, 29, 5135. (g) Curran, D. P.; van Elburg, P. A. Tetrahedron Lett. 1989, 30, 2501. (h) Kitagawa, O.; Yamada, Y. Fujiwara, H.; Taguchi, T. J. Org. Chem. 2002, 67, 922. (i) Kitagawa, O.; Yamada, Y. Sugawara, A.; Taguchi, T. Org. Lett. 2002, 4, 1011.
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For examples of radical annulation with carbon-centered radicals, see: (a) Cekovic, Z.; Saicic, R. Tetrahedron Lett. 1986, 27, 5893. (b) Barton, D. H. R.; Zard, S. Z.; da Silva, E. J. Chem. Soc., Chem. Commun. 1988, 285. (c) Curran, D. P.; Chen, M.-H. J. Am. Chem. Soc. 1987, 109, 6558. (d) Curran, D. P.; Chen, M.-H.; Spletzer, E.; Seong, C. M.; Chang, C.-T. J. Am. Chem. Soc. 1987, 111, 8872. (e) Feldman, K. S.; Romanelli, A. L.; Ruckle, R. E., Jr.; Miller, R. F. J. Am. Chem. Soc. 1988, 110, 3300. (f) Miura, K.; Fugami, K.; Oshima, K.; Utimoto, K. Tetrahedron Lett. 1988, 29, 5135. (g) Curran, D. P.; van Elburg, P. A. Tetrahedron Lett. 1989, 30, 2501. (h) Kitagawa, O.; Yamada, Y. Fujiwara, H.; Taguchi, T. J. Org. Chem. 2002, 67, 922. (i) Kitagawa, O.; Yamada, Y. Sugawara, A.; Taguchi, T. Org. Lett. 2002, 4, 1011.
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For examples of radical annulation with carbon-centered radicals, see: (a) Cekovic, Z.; Saicic, R. Tetrahedron Lett. 1986, 27, 5893. (b) Barton, D. H. R.; Zard, S. Z.; da Silva, E. J. Chem. Soc., Chem. Commun. 1988, 285. (c) Curran, D. P.; Chen, M.-H. J. Am. Chem. Soc. 1987, 109, 6558. (d) Curran, D. P.; Chen, M.-H.; Spletzer, E.; Seong, C. M.; Chang, C.-T. J. Am. Chem. Soc. 1987, 111, 8872. (e) Feldman, K. S.; Romanelli, A. L.; Ruckle, R. E., Jr.; Miller, R. F. J. Am. Chem. Soc. 1988, 110, 3300. (f) Miura, K.; Fugami, K.; Oshima, K.; Utimoto, K. Tetrahedron Lett. 1988, 29, 5135. (g) Curran, D. P.; van Elburg, P. A. Tetrahedron Lett. 1989, 30, 2501. (h) Kitagawa, O.; Yamada, Y. Fujiwara, H.; Taguchi, T. J. Org. Chem. 2002, 67, 922. (i) Kitagawa, O.; Yamada, Y. Sugawara, A.; Taguchi, T. Org. Lett. 2002, 4, 1011.
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For examples of radical annulation with carbon-centered radicals, see: (a) Cekovic, Z.; Saicic, R. Tetrahedron Lett. 1986, 27, 5893. (b) Barton, D. H. R.; Zard, S. Z.; da Silva, E. J. Chem. Soc., Chem. Commun. 1988, 285. (c) Curran, D. P.; Chen, M.-H. J. Am. Chem. Soc. 1987, 109, 6558. (d) Curran, D. P.; Chen, M.-H.; Spletzer, E.; Seong, C. M.; Chang, C.-T. J. Am. Chem. Soc. 1987, 111, 8872. (e) Feldman, K. S.; Romanelli, A. L.; Ruckle, R. E., Jr.; Miller, R. F. J. Am. Chem. Soc. 1988, 110, 3300. (f) Miura, K.; Fugami, K.; Oshima, K.; Utimoto, K. Tetrahedron Lett. 1988, 29, 5135. (g) Curran, D. P.; van Elburg, P. A. Tetrahedron Lett. 1989, 30, 2501. (h) Kitagawa, O.; Yamada, Y. Fujiwara, H.; Taguchi, T. J. Org. Chem. 2002, 67, 922. (i) Kitagawa, O.; Yamada, Y. Sugawara, A.; Taguchi, T. Org. Lett. 2002, 4, 1011.
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For examples of radical annulation with carbon-centered radicals, see: (a) Cekovic, Z.; Saicic, R. Tetrahedron Lett. 1986, 27, 5893. (b) Barton, D. H. R.; Zard, S. Z.; da Silva, E. J. Chem. Soc., Chem. Commun. 1988, 285. (c) Curran, D. P.; Chen, M.-H. J. Am. Chem. Soc. 1987, 109, 6558. (d) Curran, D. P.; Chen, M.-H.; Spletzer, E.; Seong, C. M.; Chang, C.-T. J. Am. Chem. Soc. 1987, 111, 8872. (e) Feldman, K. S.; Romanelli, A. L.; Ruckle, R. E., Jr.; Miller, R. F. J. Am. Chem. Soc. 1988, 110, 3300. (f) Miura, K.; Fugami, K.; Oshima, K.; Utimoto, K. Tetrahedron Lett. 1988, 29, 5135. (g) Curran, D. P.; van Elburg, P. A. Tetrahedron Lett. 1989, 30, 2501. (h) Kitagawa, O.; Yamada, Y. Fujiwara, H.; Taguchi, T. J. Org. Chem. 2002, 67, 922. (i) Kitagawa, O.; Yamada, Y. Sugawara, A.; Taguchi, T. Org. Lett. 2002, 4, 1011.
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β-Elimination of chlorine radical is significantly slower than chlorine abstraction. The addition of N,N-dichlorosulfonamide to allyl chloride was reported to provide a vicinal dichloride. See ref 2h.
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