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Volumn , Issue 22, 2009, Pages 3757-3764

Palladium(II)-catalyzed ortho arylation of 2-phenylpyridines with potassium aryltrifluoroborates by C-H functionalization

Author keywords

Arylations; C H functionalization; Palladium catalyst; Potassium trifluoroborate; Pyridines

Indexed keywords

2-PHENYLPYRIDINE; ARYLATIONS; C-H BOND CLEAVAGE; C-H FUNCTIONALIZATION; CH-BOND ACTIVATION; KINETIC ISOTOPE EFFECTS; ONE-POT SYNTHESIS; OPTIMAL REACTION CONDITION; P-BENZOQUINONE; PALLADIUM ACETATE; PALLADIUM CATALYST; PHENYLPYRIDINES; PYRIDINE DERIVATIVES; RATE DETERMINING STEP; REDUCTIVE ELIMINATION; TRANSMETALATION;

EID: 73649122442     PISSN: 00397881     EISSN: 1437210X     Source Type: Journal    
DOI: 10.1055/s-0029-1217014     Document Type: Article
Times cited : (45)

References (63)
  • 52
    • 73649107855 scopus 로고    scopus 로고
    • Four different equivalents (1, 2, 2.5, and 3) of potassium trifluoro(phenyl)borate(2a) were examined under the reaction conditions, and the yield of product 3a was determined to be 52%, 68%, 74%, and 75%, respectively. According to these results, 2.5 equivalents of potassium aryltrifluoroborates were chosen to be the optimal amount
    • Four different equivalents (1, 2, 2.5, and 3) of potassium trifluoro(phenyl)borate(2a) were examined under the reaction conditions, and the yield of product 3a was determined to be 52%, 68%, 74%, and 75%, respectively. According to these results, 2.5 equivalents of potassium aryltrifluoroborates were chosen to be the optimal amount.
  • 53
    • 73649119140 scopus 로고    scopus 로고
    • CCDC 715155 contains the supplementary crystallographic data of compound 3c. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data-request/cif
  • 54
    • 51749125742 scopus 로고    scopus 로고
    • and references cited therein
    • Li, J.-J.; Giri, R.; Yu, J.-Q. Tetrahedron 2008, 64, 6979; and references cited therein.
    • (2008) Tetrahedron , vol.64 , pp. 6979
    • Li, J.-J.1    Giri, R.2    Yu, J.-Q.3
  • 55
    • 73649124161 scopus 로고    scopus 로고
    • Similar phenomena were observed when p-benzoquinone or an olefin was used to promote transmetalation-reductive elimination please see: (a) refs. 3a and 9i
    • Similar phenomena were observed when p-benzoquinone or an olefin was used to promote transmetalation-reductive elimination; please see: (a) refs. 3a and 9i.
  • 58
    • 45249104898 scopus 로고    scopus 로고
    • and references cited therein, as well as ref. 17a
    • For a possible release of potassium fluoride from a trifluoroborate, please see: Ting, R.; Harwing, C. W.; Lo, J.; Li, Y.; Adam, M. J.; Ruth, T. J.; Perrin, D. M. J. Org. Chem. 2008, 73, 4662; and references cited therein, as well as ref. 17a.
    • (2008) J. Org. Chem. , vol.73 , pp. 4662
    • Ting, R.1    Harwing, C.W.2    Lo, J.3    Li, Y.4    Adam, M.J.5    Ruth, T.J.6    Perrin, D.M.7
  • 59
    • 73649091711 scopus 로고    scopus 로고
    • The optimal reaction conditions reported in the literature were followed; see ref. 9g
    • The optimal reaction conditions reported in the literature were followed; see ref. 9g.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.