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Volumn 76, Issue 16, 2011, Pages 6670-6677

Synthesis of functionalized pyridazin-3(2 H)-ones via selective bromine-magnesium exchange and lactam directed ortho C-H magnesiation

Author keywords

[No Author keywords available]

Indexed keywords

ADDITION-ELIMINATION; BROMINE-MAGNESIUM EXCHANGE; ELECTROPHILES; FUNCTIONALIZED; MAGNESIATION; REGIO-SELECTIVE;

EID: 80051709671     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo201009m     Document Type: Article
Times cited : (9)

References (46)
  • 2
    • 84862371000 scopus 로고    scopus 로고
    • In; Attanasi, O. A. Spinelli, D. Societa Chimica Italiana: Rome
    • Tapolcsányi, P.; Mátyus, P. In Targets in Heterocyclic Systems; Attanasi, O. A.; Spinelli, D., Eds.; Societa Chimica Italiana: Rome, 2002; Vol. 6, p 369.
    • (2002) Targets in Heterocyclic Systems , vol.6 , pp. 369
    • Tapolcsányi, P.1    Mátyus, P.2
  • 3
    • 33646012571 scopus 로고    scopus 로고
    • In; Yamamoto, Y. Thieme: Stuttgart, Germany
    • Haider, N.; Holzer, W. In Science of Synthesis; Yamamoto, Y., Ed.; Thieme: Stuttgart, Germany, 2004; Vol. 16, p 125.
    • (2004) Science of Synthesis , vol.16 , pp. 125
    • Haider, N.1    Holzer, W.2
  • 5
    • 84906437365 scopus 로고    scopus 로고
    • In; Katritzky, A. R. Ramsden, C. A. Scriven, E. F. V. Taylor, R. J. K. Aitken, A. Eds; Elsevier: Amsterdam
    • Maes, B. U. W.; Lemière, G. L. F. In Comprehensive Heterocyclic Chemistry III; Katritzky, A. R.; Ramsden, C. A.; Scriven, E. F. V.; Taylor, R. J. K.; Aitken, A., Eds; Elsevier: Amsterdam, 2008; Vol. 8, p 1.
    • (2008) Comprehensive Heterocyclic Chemistry III , vol.8 , pp. 1
    • Maes, B.U.W.1    Lemière, G.L.F.2
  • 8
    • 0035927228 scopus 로고    scopus 로고
    • The lactam function acts as a directing group for the nucleophilic addition reaction, which resembles a directed metalation group (DMG) in directed ortho metalations (DoMs) with organometallic species. For a review dealing with directed metalation of diazines see
    • The lactam function acts as a directing group for the nucleophilic addition reaction, which resembles a directed metalation group (DMG) in directed ortho metalations (DoMs) with organometallic species. For a review dealing with directed metalation of diazines see: Turck, A.; Plé, N.; Mongin, F.; Quéguiner, G. Tetrahedron 2001, 57, 4489
    • (2001) Tetrahedron , vol.57 , pp. 4489
    • Turck, A.1    Plé, N.2    Mongin, F.3    Quéguiner, G.4
  • 19
    • 0141492843 scopus 로고    scopus 로고
    • A similar reaction involving the additional substitution of a C-4 halogen by a dimethylamino group was observed when using 3,6-dimethoxy-4,5-diiodo- and 3,6-dimethoxy-4,5-dibromopyridazine as substrates, i -PrMgCl as the halogen-magnesium exchange reagent, and DMF as the electrophile; see
    • A similar reaction involving the additional substitution of a C-4 halogen by a dimethylamino group was observed when using 3,6-dimethoxy-4,5-diiodo- and 3,6-dimethoxy-4,5-dibromopyridazine as substrates, i -PrMgCl as the halogen-magnesium exchange reagent, and DMF as the electrophile; see: Leprêtre, A.; Turck, A.; Plé, N.; Knochel, P.; Quéguiner, G. Tetrahedron 2000, 56, 265
    • (2000) Tetrahedron , vol.56 , pp. 265
    • Leprêtre, A.1    Turck, A.2    Plé, N.3    Knochel, P.4    Quéguiner, G.5
  • 32
    • 78651510060 scopus 로고    scopus 로고
    • In; Li, J. J. Gribble, G. W. Elsevier: Amsterdam; Vol. (Tetrahedron Organic Chemistry Series)
    • Maes, B. U. W. In Palladium in Heterocyclic Chemistry; Li, J. J.; Gribble, G. W., Eds.; Elsevier: Amsterdam, 2006; Vol. 26 (Tetrahedron Organic Chemistry Series), p 541.
    • (2006) Palladium in Heterocyclic Chemistry , vol.26 , pp. 541
    • Maes, B.U.W.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.