메뉴 건너뛰기




Volumn 6, Issue 1, 2004, Pages 35-38

Arylation of Heterocycles via Rhodium-Catalyzed C-H Bond Functionalization

Author keywords

[No Author keywords available]

Indexed keywords

CARBENE; HETEROCYCLIC COMPOUND; RHODIUM;

EID: 0742321839     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol035985e     Document Type: Article
Times cited : (225)

References (44)
  • 7
    • 0000770954 scopus 로고    scopus 로고
    • For reviews, see: (a) Dyker, G. Chem. Ber. 1997, 130, 1567-1578. (b) Dyker, G. Angew. Chem., Int. Ed. 1999, 38, 1698-1712. (c) Miura, M.; Nomura, M. Top. Curr. Chem. 2002, 219, 212-237.
    • (1997) Chem. Ber. , vol.130 , pp. 1567-1578
    • Dyker, G.1
  • 8
    • 0033553817 scopus 로고    scopus 로고
    • For reviews, see: (a) Dyker, G. Chem. Ber. 1997, 130, 1567-1578. (b) Dyker, G. Angew. Chem., Int. Ed. 1999, 38, 1698-1712. (c) Miura, M.; Nomura, M. Top. Curr. Chem. 2002, 219, 212-237.
    • (1999) Angew. Chem., Int. Ed. , vol.38 , pp. 1698-1712
    • Dyker, G.1
  • 9
    • 0000770954 scopus 로고    scopus 로고
    • For reviews, see: (a) Dyker, G. Chem. Ber. 1997, 130, 1567-1578. (b) Dyker, G. Angew. Chem., Int. Ed. 1999, 38, 1698-1712. (c) Miura, M.; Nomura, M. Top. Curr. Chem. 2002, 219, 212-237.
    • (2002) Top. Curr. Chem. , vol.219 , pp. 212-237
    • Miura, M.1    Nomura, M.2
  • 27
    • 0001448190 scopus 로고    scopus 로고
    • McGuiness et al. have shown that NHC complexes can undergo stoichiometric oxidative addition and reductive elimination at a metal center: (a) McGuinness, D. S.; Cavell, K. J.; Skelton, B. W.; White, A. H. Organometallics 1999, 18, 1596-1605. (b) McGuinness, D. S.; Cavell, K. J.; Yates, B. F.; Skelton, B. W.; White, A. H. J. Am. Chem. Soc. 2001, 123, 8317-8328.
    • (1999) Organometallics , vol.18 , pp. 1596-1605
    • McGuinness, D.S.1    Cavell, K.J.2    Skelton, B.W.3    White, A.H.4
  • 28
    • 0034804108 scopus 로고    scopus 로고
    • McGuiness et al. have shown that NHC complexes can undergo stoichiometric oxidative addition and reductive elimination at a metal center: (a) McGuinness, D. S.; Cavell, K. J.; Skelton, B. W.; White, A. H. Organometallics 1999, 18, 1596-1605. (b) McGuinness, D. S.; Cavell, K. J.; Yates, B. F.; Skelton, B. W.; White, A. H. J. Am. Chem. Soc. 2001, 123, 8317-8328.
    • (2001) J. Am. Chem. Soc. , vol.123 , pp. 8317-8328
    • McGuinness, D.S.1    Cavell, K.J.2    Yates, B.F.3    Skelton, B.W.4    White, A.H.5
  • 29
    • 0742296325 scopus 로고    scopus 로고
    • note
    • Our group has been investigating the use of nonaromatic substrates in the alkene coupling based on the hypothesized compatibility of these substrates with the proposed carbenoid mechanism (unpublished, ongoing work).
  • 32
    • 0742331607 scopus 로고    scopus 로고
    • note
    • 31P NMR spectrum were observed.
  • 33
    • 0042771951 scopus 로고
    • For reviews of NHCs and their metal complexes, see: (a) Lappert, M. F. J. Organomet. Chem. 1988, 358, 185-214. (b) Herrmann, W. A.; Köcher, C. Angew. Chem., Int. Ed. Engl. 1997, 36, 2162-2187. (c) Weskamp, T.; Böhm, V. P. W.; Herrmann, W. A. J. Organomet. Chem. 2000, 600, 12-22.
    • (1988) J. Organomet. Chem. , vol.358 , pp. 185-214
    • Lappert, M.F.1
  • 34
    • 0030660076 scopus 로고    scopus 로고
    • For reviews of NHCs and their metal complexes, see: (a) Lappert, M. F. J. Organomet. Chem. 1988, 358, 185-214. (b) Herrmann, W. A.; Köcher, C. Angew. Chem., Int. Ed. Engl. 1997, 36, 2162-2187. (c) Weskamp, T.; Böhm, V. P. W.; Herrmann, W. A. J. Organomet. Chem. 2000, 600, 12-22.
    • (1997) Angew. Chem., Int. Ed. Engl. , vol.36 , pp. 2162-2187
    • Herrmann, W.A.1    Köcher, C.2
  • 35
    • 0002893108 scopus 로고    scopus 로고
    • For reviews of NHCs and their metal complexes, see: (a) Lappert, M. F. J. Organomet. Chem. 1988, 358, 185-214. (b) Herrmann, W. A.; Köcher, C. Angew. Chem., Int. Ed. Engl. 1997, 36, 2162-2187. (c) Weskamp, T.; Böhm, V. P. W.; Herrmann, W. A. J. Organomet. Chem. 2000, 600, 12-22.
    • (2000) J. Organomet. Chem. , vol.600 , pp. 12-22
    • Weskamp, T.1    Böhm, V.P.W.2    Herrmann, W.A.3
  • 36
    • 0742278922 scopus 로고    scopus 로고
    • note
    • 3 protons, respectively, were observed during the reaction. This complex has not yet been characterized.
  • 37
    • 0000789813 scopus 로고
    • 2, see: (a) Van Gaal, H. L. M.; Van Den Bekerom, F. L. A. J. Organomet. Chem. 1977, 134, 237-248. (b) Itagaki, H.; Murayama, H. ; Saito, Y. Bull. Chem. Soc. Jpn. 1994, 67, 1254-1257. (c) Wang, K.; Rosini, G. P.; Nolan, S. P.; Goldman, A. S. J. Am. Chem. Soc. 1995, 117, 5082-5088.
    • (1977) J. Organomet. Chem. , vol.134 , pp. 237-248
    • Van Gaal, H.L.M.1    Van Den Bekerom, F.L.A.2
  • 38
    • 0011438008 scopus 로고
    • 2, see: (a) Van Gaal, H. L. M.; Van Den Bekerom, F. L. A. J. Organomet. Chem. 1977, 134, 237-248. (b) Itagaki, H.; Murayama, H. ; Saito, Y. Bull. Chem. Soc. Jpn. 1994, 67, 1254-1257. (c) Wang, K.; Rosini, G. P.; Nolan, S. P.; Goldman, A. S. J. Am. Chem. Soc. 1995, 117, 5082-5088.
    • (1994) Bull. Chem. Soc. Jpn. , vol.67 , pp. 1254-1257
    • Itagaki, H.1    Murayama, H.2    Saito, Y.3
  • 39
    • 0000456516 scopus 로고
    • 2, see: (a) Van Gaal, H. L. M.; Van Den Bekerom, F. L. A. J. Organomet. Chem. 1977, 134, 237-248. (b) Itagaki, H.; Murayama, H. ; Saito, Y. Bull. Chem. Soc. Jpn. 1994, 67, 1254-1257. (c) Wang, K.; Rosini, G. P.; Nolan, S. P.; Goldman, A. S. J. Am. Chem. Soc. 1995, 117, 5082-5088.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 5082-5088
    • Wang, K.1    Rosini, G.P.2    Nolan, S.P.3    Goldman, A.S.4
  • 40
    • 0742296324 scopus 로고    scopus 로고
    • note
    • 31P NMR spectrum. These peaks are consistent with exchange of phosphine on 14 to give a mixture of tricyclohexyl and cyclohexylcyclohexenyl phosphines.
  • 43
  • 44
    • 0742296323 scopus 로고    scopus 로고
    • Itagaki et al. reported formation of 14 (vide infra) from 10 in cyclohexane solution in ref 12b
    • Itagaki et al. reported formation of 14 (vide infra) from 10 in cyclohexane solution in ref 12b.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.