메뉴 건너뛰기




Volumn 10, Issue 11, 2008, Pages 2307-2310

Low temperature organocopper-mediated two-component cross coupling/cycloisomerization approach toward N-fused heterocycles

Author keywords

[No Author keywords available]

Indexed keywords

COPPER; HETEROCYCLIC COMPOUND; NITROGEN; ORGANOMETALLIC COMPOUND;

EID: 52649155156     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol8008705     Document Type: Article
Times cited : (96)

References (46)
  • 14
    • 4544320494 scopus 로고    scopus 로고
    • For a general review, see: a, Wiley-VCH: Weinheim, Germany
    • For a general review, see: (a) Krause, N.; Hashmi, S. K. Modern Allene Chemistry; Wiley-VCH: Weinheim, Germany, 2004; p 1143.
    • (2004) Modern Allene Chemistry , pp. 1143
    • Krause, N.1    Hashmi, S.K.2
  • 17
    • 34250693162 scopus 로고    scopus 로고
    • N2′ substitution approach, see: (a) Saito, A.; Kanno, A.; Hanzawa, Y. Angew. Chem., Int. Ed. 2007, 46, 3931.
    • N2′ substitution approach, see: (a) Saito, A.; Kanno, A.; Hanzawa, Y. Angew. Chem., Int. Ed. 2007, 46, 3931.
  • 24
    • 2542624580 scopus 로고    scopus 로고
    • For copper-mediated cascade transformations, see for example: a
    • For copper-mediated cascade transformations, see for example: (a) Sherman, E. S.; Chemler, S. R.; Tan, T. B.; Gerlits, O. Org. Lett. 2004, 6, 1573.
    • (2004) Org. Lett , vol.6 , pp. 1573
    • Sherman, E.S.1    Chemler, S.R.2    Tan, T.B.3    Gerlits, O.4
  • 26
    • 0004219714 scopus 로고
    • For general reviews on copper reagents, see: a, Schlosser, M, Ed, Wiley-VCH: Weinheim, Germany
    • For general reviews on copper reagents, see: (a) Lipshutz, B. H. In Organometallics in Synthesis: A Manual; Schlosser, M., Ed.; Wiley-VCH: Weinheim, Germany, 1994; pp 283-376.
    • (1994) Organometallics in Synthesis: A Manual , pp. 283-376
    • Lipshutz, B.H.1
  • 33
    • 33644925555 scopus 로고    scopus 로고
    • It was also recently reported by Krause that the lower order cyanocuprates provide high selectivity in SN2′-substitution reaction employing propargyl acetates. See: (a) Jansen, A, Krause, N. Inorg. Chem. Acta 2006, 359, 1761
    • N2′-substitution reaction employing propargyl acetates. See: (a) Jansen, A.; Krause, N. Inorg. Chem. Acta 2006, 359, 1761.
  • 37
    • 34347241643 scopus 로고    scopus 로고
    • For a direct alkynylation of indolizines, see: c
    • For a direct alkynylation of indolizines, see: (c) JSeregin, I. V.; Gevorgyan, V. J. Am. Chem. Soc. 2007, 129, 7742.
    • (2007) J. Am. Chem. Soc , vol.129 , pp. 7742
    • JSeregin, I.V.1    Gevorgyan, V.2
  • 38
    • 59849095739 scopus 로고    scopus 로고
    • See Supporting Information for complete experimental data
    • See Supporting Information for complete experimental data.
  • 39
    • 59849126774 scopus 로고    scopus 로고
    • For substantial deuterium loss in the Cu-mediated cycloisomerization, see ref 2a
    • For substantial deuterium loss in the Cu-mediated cycloisomerization, see ref 2a.
  • 40
    • 23044485049 scopus 로고    scopus 로고
    • For complete preservation of the deuterium label in the cycloisomerization proceeding via a 1,2-deuterium shift in carbenoid intermediate, see: a
    • For complete preservation of the deuterium label in the cycloisomerization proceeding via a 1,2-deuterium shift in carbenoid intermediate, see: (a) Sromek, A. W.; Rubina, M.; Gevorgyan, V. J. Am. Chem. Soc. 2005, 127, 10500.
    • (2005) J. Am. Chem. Soc , vol.127 , pp. 10500
    • Sromek, A.W.1    Rubina, M.2    Gevorgyan, V.3
  • 42
    • 0036379663 scopus 로고    scopus 로고
    • For biological activity of N-fused pyrroloheterocycles, see for example: (a) Fujita, T.; Matsumoto, Y.; Kimura, T.; Yokota, S.; Sawada, M.; Majima, M.; Ohtani, Y.; Kumagai, Y. Br. J. Clin. Pharmacol 2002, 54, 283.
    • For biological activity of N-fused pyrroloheterocycles, see for example: (a) Fujita, T.; Matsumoto, Y.; Kimura, T.; Yokota, S.; Sawada, M.; Majima, M.; Ohtani, Y.; Kumagai, Y. Br. J. Clin. Pharmacol 2002, 54, 283.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.