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Volumn 4, Issue 11, 2012, Pages 1828-1835

A Simple Phosphine-Diolefin-Promoted Copper-Catalysed N-Arylation of Pyrazoles with (Hetero)aromatic Bromides: The Case of Chloroarenes Revisited

Author keywords

Arylation; Copper; Halides; Nitrogen heterocycles; Nucleophilic substitution; P ligands

Indexed keywords

ARYLATIONS; HALIDES; NITROGEN HETEROCYCLES; NUCLEOPHILIC SUBSTITUTIONS; P LIGANDS;

EID: 84868023758     PISSN: 18673880     EISSN: 18673899     Source Type: Journal    
DOI: 10.1002/cctc.201200368     Document Type: Article
Times cited : (17)

References (47)
  • 3
    • 84868010365 scopus 로고    scopus 로고
    • Reaction conditions for Ullmann-type reactions reported before the year 2000 most often required substoichiometric copper loading (above 30mol%) and high temperatures (above 140°C), see for leading reviews:
    • Reaction conditions for Ullmann-type reactions reported before the year 2000 most often required substoichiometric copper loading (above 30mol%) and high temperatures (above 140°C), see for leading reviews:
  • 9
    • 84868015321 scopus 로고    scopus 로고
    • Env. SAU2001-1009 and SAU2001-01044; patents Fr2833947-WO0353225 (Pr. Nb. Fr200206717);
    • M. Taillefer, H.-J. Cristau, P. P. Cellier, J.-F. Spindler, Env. SAU2001-1009 and SAU2001-01044; patents Fr2833947-WO0353225 (Pr. Nb. Fr200206717);
    • Taillefer, M.1    Cristau, H.-J.2    Cellier, P.P.3    Spindler, J.-F.4
  • 15
    • 84868015323 scopus 로고    scopus 로고
    • N-Arylation of indoles, pyrroles, indazoles, imidazoles, pyrazoles or triazoles has been reported mostly by using iodo- or bromoarenes in the presence of a copper salt combined with a nitrogen- or oxygen-containing ligand, examples include diamines, Schiff bases, oximes, ketoesters and amino acids, see Ref.[2-4].
    • N-Arylation of indoles, pyrroles, indazoles, imidazoles, pyrazoles or triazoles has been reported mostly by using iodo- or bromoarenes in the presence of a copper salt combined with a nitrogen- or oxygen-containing ligand, examples include diamines, Schiff bases, oximes, ketoesters and amino acids, see Ref.[2-4].
  • 20
    • 84868010366 scopus 로고    scopus 로고
    • For systems having the widest scope reported for heteroaryles coupling to pyrazole, see ref.[4b] and:
    • For systems having the widest scope reported for heteroaryles coupling to pyrazole, see ref.[4b] and:
  • 31
    • 84868020337 scopus 로고    scopus 로고
    • Nucleophilic substitution reactions of aryl fluorides rather than chlorides are well-established, see for recent references:
    • Nucleophilic substitution reactions of aryl fluorides rather than chlorides are well-established, see for recent references:
  • 36
    • 84868020335 scopus 로고    scopus 로고
    • For leading references on the chemistry of phosphine-olefin ligands, see:
    • For leading references on the chemistry of phosphine-olefin ligands, see:
  • 47
    • 33845510685 scopus 로고    scopus 로고
    • Tautomerism in some 3- and 5-substituted pyrazoles by H migration is known, see for instance
    • Tautomerism in some 3- and 5-substituted pyrazoles by H migration is known, see for instance: I. B. Dzvinchuk, M. O. Lozinskii, Chem. Heterocycl. Compd. 2006, 42, 1190-1196.
    • (2006) Chem. Heterocycl. Compd. , vol.42 , pp. 1190-1196
    • Dzvinchuk, I.B.1    Lozinskii, M.O.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.