메뉴 건너뛰기




Volumn 6, Issue 19, 2004, Pages 3229-3231

Facile 5-endo amidyl radical cyclization promoted by vinylic iodine substitution

Author keywords

[No Author keywords available]

Indexed keywords

GAMMA LACTAM DERIVATIVE; IODINE DERIVATIVE; IODOACETAMIDE; VINYL DERIVATIVE;

EID: 4644297668     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol049052+     Document Type: Article
Times cited : (60)

References (31)
  • 1
    • 0003587524 scopus 로고
    • Pergamon: Oxford, U.K.
    • For review articles, see: (a) Giese, B. Radicals in Organic Synthesis: Formation of Carbon-Carbon Bonds; Pergamon: Oxford, U.K., 1986. (b) Curran, D. P. Synthesis 1988, 417 and 489. (c) Jasperse, C. P.; Curran, D. P.; Fevig, T. L. Chem. Rev. 1991, 97, 1237. (d) Melikyan, G. G. Synthesis 1993, 833. (e) Iqbal, J.; Bhatia, B.; Nayyar, N. K. Chem. Rev. 1994, 94, 519. (f) Snider, B. B. Chem. Rev. 1996, 96, 339. (g) Curran, D. P.; Porter, N. A.; Giese, B. Stereochemistry of Radical Reactions; VCH: Weinheim, Germany, 1996. (h) Gansauer, A.; Bluhm, H. Chem. Rev. 2000, 100, 2771. (i) Radicals in Organic Synthesis; Renaud, P., Sibi, M. P., Eds.; Wiley-VCH: Weinheim, Germany, 2001.
    • (1986) Radicals in Organic Synthesis: Formation of Carbon-Carbon Bonds
    • Giese, B.1
  • 2
    • 85082777144 scopus 로고
    • For review articles, see: (a) Giese, B. Radicals in Organic Synthesis: Formation of Carbon-Carbon Bonds; Pergamon: Oxford, U.K., 1986. (b) Curran, D. P. Synthesis 1988, 417 and 489. (c) Jasperse, C. P.; Curran, D. P.; Fevig, T. L. Chem. Rev. 1991, 97, 1237. (d) Melikyan, G. G. Synthesis 1993, 833. (e) Iqbal, J.; Bhatia, B.; Nayyar, N. K. Chem. Rev. 1994, 94, 519. (f) Snider, B. B. Chem. Rev. 1996, 96, 339. (g) Curran, D. P.; Porter, N. A.; Giese, B. Stereochemistry of Radical Reactions; VCH: Weinheim, Germany, 1996. (h) Gansauer, A.; Bluhm, H. Chem. Rev. 2000, 100, 2771. (i) Radicals in Organic Synthesis; Renaud, P., Sibi, M. P., Eds.; Wiley-VCH: Weinheim, Germany, 2001.
    • (1988) Synthesis , pp. 417
    • Curran, D.P.1
  • 3
    • 0000702878 scopus 로고
    • For review articles, see: (a) Giese, B. Radicals in Organic Synthesis: Formation of Carbon-Carbon Bonds; Pergamon: Oxford, U.K., 1986. (b) Curran, D. P. Synthesis 1988, 417 and 489. (c) Jasperse, C. P.; Curran, D. P.; Fevig, T. L. Chem. Rev. 1991, 97, 1237. (d) Melikyan, G. G. Synthesis 1993, 833. (e) Iqbal, J.; Bhatia, B.; Nayyar, N. K. Chem. Rev. 1994, 94, 519. (f) Snider, B. B. Chem. Rev. 1996, 96, 339. (g) Curran, D. P.; Porter, N. A.; Giese, B. Stereochemistry of Radical Reactions; VCH: Weinheim, Germany, 1996. (h) Gansauer, A.; Bluhm, H. Chem. Rev. 2000, 100, 2771. (i) Radicals in Organic Synthesis; Renaud, P., Sibi, M. P., Eds.; Wiley-VCH: Weinheim, Germany, 2001.
    • (1991) Chem. Rev. , vol.97 , pp. 1237
    • Jasperse, C.P.1    Curran, D.P.2    Fevig, T.L.3
  • 4
    • 0027219236 scopus 로고
    • For review articles, see: (a) Giese, B. Radicals in Organic Synthesis: Formation of Carbon-Carbon Bonds; Pergamon: Oxford, U.K., 1986. (b) Curran, D. P. Synthesis 1988, 417 and 489. (c) Jasperse, C. P.; Curran, D. P.; Fevig, T. L. Chem. Rev. 1991, 97, 1237. (d) Melikyan, G. G. Synthesis 1993, 833. (e) Iqbal, J.; Bhatia, B.; Nayyar, N. K. Chem. Rev. 1994, 94, 519. (f) Snider, B. B. Chem. Rev. 1996, 96, 339. (g) Curran, D. P.; Porter, N. A.; Giese, B. Stereochemistry of Radical Reactions; VCH: Weinheim, Germany, 1996. (h) Gansauer, A.; Bluhm, H. Chem. Rev. 2000, 100, 2771. (i) Radicals in Organic Synthesis; Renaud, P., Sibi, M. P., Eds.; Wiley-VCH: Weinheim, Germany, 2001.
    • (1993) Synthesis , pp. 833
    • Melikyan, G.G.1
  • 5
    • 0000414557 scopus 로고
    • For review articles, see: (a) Giese, B. Radicals in Organic Synthesis: Formation of Carbon-Carbon Bonds; Pergamon: Oxford, U.K., 1986. (b) Curran, D. P. Synthesis 1988, 417 and 489. (c) Jasperse, C. P.; Curran, D. P.; Fevig, T. L. Chem. Rev. 1991, 97, 1237. (d) Melikyan, G. G. Synthesis 1993, 833. (e) Iqbal, J.; Bhatia, B.; Nayyar, N. K. Chem. Rev. 1994, 94, 519. (f) Snider, B. B. Chem. Rev. 1996, 96, 339. (g) Curran, D. P.; Porter, N. A.; Giese, B. Stereochemistry of Radical Reactions; VCH: Weinheim, Germany, 1996. (h) Gansauer, A.; Bluhm, H. Chem. Rev. 2000, 100, 2771. (i) Radicals in Organic Synthesis; Renaud, P., Sibi, M. P., Eds.; Wiley-VCH: Weinheim, Germany, 2001.
    • (1994) Chem. Rev. , vol.94 , pp. 519
    • Iqbal, J.1    Bhatia, B.2    Nayyar, N.K.3
  • 6
    • 7044286458 scopus 로고    scopus 로고
    • For review articles, see: (a) Giese, B. Radicals in Organic Synthesis: Formation of Carbon-Carbon Bonds; Pergamon: Oxford, U.K., 1986. (b) Curran, D. P. Synthesis 1988, 417 and 489. (c) Jasperse, C. P.; Curran, D. P.; Fevig, T. L. Chem. Rev. 1991, 97, 1237. (d) Melikyan, G. G. Synthesis 1993, 833. (e) Iqbal, J.; Bhatia, B.; Nayyar, N. K. Chem. Rev. 1994, 94, 519. (f) Snider, B. B. Chem. Rev. 1996, 96, 339. (g) Curran, D. P.; Porter, N. A.; Giese, B. Stereochemistry of Radical Reactions; VCH: Weinheim, Germany, 1996. (h) Gansauer, A.; Bluhm, H. Chem. Rev. 2000, 100, 2771. (i) Radicals in Organic Synthesis; Renaud, P., Sibi, M. P., Eds.; Wiley-VCH: Weinheim, Germany, 2001.
    • (1996) Chem. Rev. , vol.96 , pp. 339
    • Snider, B.B.1
  • 7
    • 0004145743 scopus 로고    scopus 로고
    • VCH: Weinheim, Germany
    • For review articles, see: (a) Giese, B. Radicals in Organic Synthesis: Formation of Carbon-Carbon Bonds; Pergamon: Oxford, U.K., 1986. (b) Curran, D. P. Synthesis 1988, 417 and 489. (c) Jasperse, C. P.; Curran, D. P.; Fevig, T. L. Chem. Rev. 1991, 97, 1237. (d) Melikyan, G. G. Synthesis 1993, 833. (e) Iqbal, J.; Bhatia, B.; Nayyar, N. K. Chem. Rev. 1994, 94, 519. (f) Snider, B. B. Chem. Rev. 1996, 96, 339. (g) Curran, D. P.; Porter, N. A.; Giese, B. Stereochemistry of Radical Reactions; VCH: Weinheim, Germany, 1996. (h) Gansauer, A.; Bluhm, H. Chem. Rev. 2000, 100, 2771. (i) Radicals in Organic Synthesis; Renaud, P., Sibi, M. P., Eds.; Wiley-VCH: Weinheim, Germany, 2001.
    • (1996) Stereochemistry of Radical Reactions
    • Curran, D.P.1    Porter, N.A.2    Giese, B.3
  • 8
    • 0038055611 scopus 로고    scopus 로고
    • For review articles, see: (a) Giese, B. Radicals in Organic Synthesis: Formation of Carbon-Carbon Bonds; Pergamon: Oxford, U.K., 1986. (b) Curran, D. P. Synthesis 1988, 417 and 489. (c) Jasperse, C. P.; Curran, D. P.; Fevig, T. L. Chem. Rev. 1991, 97, 1237. (d) Melikyan, G. G. Synthesis 1993, 833. (e) Iqbal, J.; Bhatia, B.; Nayyar, N. K. Chem. Rev. 1994, 94, 519. (f) Snider, B. B. Chem. Rev. 1996, 96, 339. (g) Curran, D. P.; Porter, N. A.; Giese, B. Stereochemistry of Radical Reactions; VCH: Weinheim, Germany, 1996. (h) Gansauer, A.; Bluhm, H. Chem. Rev. 2000, 100, 2771. (i) Radicals in Organic Synthesis; Renaud, P., Sibi, M. P., Eds.; Wiley-VCH: Weinheim, Germany, 2001.
    • (2000) Chem. Rev. , vol.100 , pp. 2771
    • Gansauer, A.1    Bluhm, H.2
  • 9
    • 0004269715 scopus 로고    scopus 로고
    • Wiley-VCH: Weinheim, Germany
    • For review articles, see: (a) Giese, B. Radicals in Organic Synthesis: Formation of Carbon-Carbon Bonds; Pergamon: Oxford, U.K., 1986. (b) Curran, D. P. Synthesis 1988, 417 and 489. (c) Jasperse, C. P.; Curran, D. P.; Fevig, T. L. Chem. Rev. 1991, 97, 1237. (d) Melikyan, G. G. Synthesis 1993, 833. (e) Iqbal, J.; Bhatia, B.; Nayyar, N. K. Chem. Rev. 1994, 94, 519. (f) Snider, B. B. Chem. Rev. 1996, 96, 339. (g) Curran, D. P.; Porter, N. A.; Giese, B. Stereochemistry of Radical Reactions; VCH: Weinheim, Germany, 1996. (h) Gansauer, A.; Bluhm, H. Chem. Rev. 2000, 100, 2771. (i) Radicals in Organic Synthesis; Renaud, P., Sibi, M. P., Eds.; Wiley-VCH: Weinheim, Germany, 2001.
    • (2001) Radicals in Organic Synthesis
    • Renaud, P.1    Sibi, M.P.2
  • 10
    • 15044342910 scopus 로고
    • Katritzky, A. R., Ed.; Academic Press: New York
    • For review articles, see: (a) Esker, J.; Newcomb, M. In Advances in Heterocyclic Chemistry; Katritzky, A. R., Ed.; Academic Press: New York, 1993; Vol. 58, p 1. (b) Fallis, A. G.; Brinza, I. M. Tetrahedron 1997, 53, 17543. (c) Stella, L. In Radicals in Organic Synthesis; Renaud, P., Sibi, M. P., Eds.; Wiley-VCH: Weinheim, Germany, 2001; Vol. 2, p 407.
    • (1993) Advances in Heterocyclic Chemistry , vol.58 , pp. 1
    • Esker, J.1    Newcomb, M.2
  • 11
    • 0030666083 scopus 로고    scopus 로고
    • For review articles, see: (a) Esker, J.; Newcomb, M. In Advances in Heterocyclic Chemistry; Katritzky, A. R., Ed.; Academic Press: New York, 1993; Vol. 58, p 1. (b) Fallis, A. G.; Brinza, I. M. Tetrahedron 1997, 53, 17543. (c) Stella, L. In Radicals in Organic Synthesis; Renaud, P., Sibi, M. P., Eds.; Wiley-VCH: Weinheim, Germany, 2001; Vol. 2, p 407.
    • (1997) Tetrahedron , vol.53 , pp. 17543
    • Fallis, A.G.1    Brinza, I.M.2
  • 12
    • 0001253023 scopus 로고    scopus 로고
    • Renaud, P., Sibi, M. P., Eds.; Wiley-VCH: Weinheim, Germany
    • For review articles, see: (a) Esker, J.; Newcomb, M. In Advances in Heterocyclic Chemistry; Katritzky, A. R., Ed.; Academic Press: New York, 1993; Vol. 58, p 1. (b) Fallis, A. G.; Brinza, I. M. Tetrahedron 1997, 53, 17543. (c) Stella, L. In Radicals in Organic Synthesis; Renaud, P., Sibi, M. P., Eds.; Wiley-VCH: Weinheim, Germany, 2001; Vol. 2, p 407.
    • (2001) Radicals in Organic Synthesis , vol.2 , pp. 407
    • Stella, L.1
  • 18
    • 0032538355 scopus 로고    scopus 로고
    • For reviews, see: (a) Renaud, P.; Gerster, M. Angew. Chem., Int. Ed. 1998, 37, 2562. (b) Guerin, B.; Ogilvie, W. W.; Guindon, Y. In Radicals in Organic Synthesis; Renaud, P., Sibi, M, P., Eds.; Wiley-VCH: Weinheim, Germany, 2001; Vol. 1, p 441.
    • (1998) Angew. Chem., Int. Ed. , vol.37 , pp. 2562
    • Renaud, P.1    Gerster, M.2
  • 19
    • 0011840863 scopus 로고    scopus 로고
    • Renaud, P., Sibi, M, P., Eds.; Wiley-VCH: Weinheim, Germany
    • For reviews, see: (a) Renaud, P.; Gerster, M. Angew. Chem., Int. Ed. 1998, 37, 2562. (b) Guerin, B.; Ogilvie, W. W.; Guindon, Y. In Radicals in Organic Synthesis; Renaud, P., Sibi, M, P., Eds.; Wiley-VCH: Weinheim, Germany, 2001; Vol. 1, p 441.
    • (2001) Radicals in Organic Synthesis , vol.1 , pp. 441
    • Guerin, B.1    Ogilvie, W.W.2    Guindon, Y.3
  • 20
    • 0037154725 scopus 로고    scopus 로고
    • 2 to promote radical reactions, see: (a) Wang, J.; Li, C. J. Org. Chem. 2002, 67, 1271. (b) Yu, H.; Wu, T.; Li, C. J. Am. Chem. Soc. 2002, 124, 10302. (c) Fang, X.; Xia, H.; Yu, H.; Dong, X.; Chen, M.; Wang, Q.; Tao, F.; Li, C. J. Org. Chem. 2002, 67, 8481. (d) Liu, L.; Wang, X.; Li, C. Org. Lett. 2003, 5, 361. (e) Yu, H.; Li, C. J. Org. Chem. 2004, 69, 142.
    • (2002) J. Org. Chem. , vol.67 , pp. 1271
    • Wang, J.1    Li, C.2
  • 21
    • 0037019654 scopus 로고    scopus 로고
    • 2 to promote radical reactions, see: (a) Wang, J.; Li, C. J. Org. Chem. 2002, 67, 1271. (b) Yu, H.; Wu, T.; Li, C. J. Am. Chem. Soc. 2002, 124, 10302. (c) Fang, X.; Xia, H.; Yu, H.; Dong, X.; Chen, M.; Wang, Q.; Tao, F.; Li, C. J. Org. Chem. 2002, 67, 8481. (d) Liu, L.; Wang, X.; Li, C. Org. Lett. 2003, 5, 361. (e) Yu, H.; Li, C. J. Org. Chem. 2004, 69, 142.
    • (2002) J. Am. Chem. Soc. , vol.124 , pp. 10302
    • Yu, H.1    Wu, T.2    Li, C.3
  • 22
    • 2242421837 scopus 로고    scopus 로고
    • 2 to promote radical reactions, see: (a) Wang, J.; Li, C. J. Org. Chem. 2002, 67, 1271. (b) Yu, H.; Wu, T.; Li, C. J. Am. Chem. Soc. 2002, 124, 10302. (c) Fang, X.; Xia, H.; Yu, H.; Dong, X.; Chen, M.; Wang, Q.; Tao, F.; Li, C. J. Org. Chem. 2002, 67, 8481. (d) Liu, L.; Wang, X.; Li, C. Org. Lett. 2003, 5, 361. (e) Yu, H.; Li, C. J. Org. Chem. 2004, 69, 142.
    • (2002) J. Org. Chem. , vol.67 , pp. 8481
    • Fang, X.1    Xia, H.2    Yu, H.3    Dong, X.4    Chen, M.5    Wang, Q.6    Tao, F.7    Li, C.8
  • 23
    • 0037504255 scopus 로고    scopus 로고
    • 2 to promote radical reactions, see: (a) Wang, J.; Li, C. J. Org. Chem. 2002, 67, 1271. (b) Yu, H.; Wu, T.; Li, C. J. Am. Chem. Soc. 2002, 124, 10302. (c) Fang, X.; Xia, H.; Yu, H.; Dong, X.; Chen, M.; Wang, Q.; Tao, F.; Li, C. J. Org. Chem. 2002, 67, 8481. (d) Liu, L.; Wang, X.; Li, C. Org. Lett. 2003, 5, 361. (e) Yu, H.; Li, C. J. Org. Chem. 2004, 69, 142.
    • (2003) Org. Lett. , vol.5 , pp. 361
    • Liu, L.1    Wang, X.2    Li, C.3
  • 24
    • 0346731105 scopus 로고    scopus 로고
    • 2 to promote radical reactions, see: (a) Wang, J.; Li, C. J. Org. Chem. 2002, 67, 1271. (b) Yu, H.; Wu, T.; Li, C. J. Am. Chem. Soc. 2002, 124, 10302. (c) Fang, X.; Xia, H.; Yu, H.; Dong, X.; Chen, M.; Wang, Q.; Tao, F.; Li, C. J. Org. Chem. 2002, 67, 8481. (d) Liu, L.; Wang, X.; Li, C. Org. Lett. 2003, 5, 361. (e) Yu, H.; Li, C. J. Org. Chem. 2004, 69, 142.
    • (2004) J. Org. Chem. , vol.69 , pp. 142
    • Yu, H.1    Li, C.2
  • 29
    • 0347411065 scopus 로고    scopus 로고
    • For discussions on tert-butyl hypoiodite, see: (a) Tanner, D. D.; Gidley, G. C.; Das, N.; Rowe, J. E.; Potter, A. J. Am. Chem. Soc. 1984, 106, 5261. (b) Montoro, R.; Wirth, T. Org. Lett. 2003, 5, 4729.
    • (2003) Org. Lett. , vol.5 , pp. 4729
    • Montoro, R.1    Wirth, T.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.