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Volumn 73, Issue 4, 2008, Pages 1643-1645

Palladium-catalyzed one-pot synthesis of 2-alkyl-2-arylcyanoacetates

Author keywords

[No Author keywords available]

Indexed keywords

ALKYLATION; BROMINE COMPOUNDS; CATALYSIS; SYNTHESIS (CHEMICAL);

EID: 39349096215     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo7024338     Document Type: Article
Times cited : (15)

References (28)
  • 1
    • 0010653530 scopus 로고    scopus 로고
    • (a) Joule, J. A. Sci. Synth. 2001, 10, 361-652.
    • (2001) Sci. Synth , vol.10 , pp. 361-652
    • Joule, J.A.1
  • 16
    • 39349115803 scopus 로고    scopus 로고
    • 3N ligand is a viscous and air-sensitive liquid. The bench-top handling of this ligand in air for screening and scale-up was found to be somewhat unattractive for our needs. See refs 4d,e.
    • 3N ligand is a viscous and air-sensitive liquid. The bench-top handling of this ligand in air for screening and scale-up was found to be somewhat unattractive for our needs. See refs 4d,e.
  • 17
    • 0042912889 scopus 로고    scopus 로고
    • DPPF has been previously examined in related cross-coupling reactions, see: a
    • DPPF has been previously examined in related cross-coupling reactions, see: (a) Gao, C.; Tao, X.; Qian, Y.; Huang, J. Synlett 2003, 1716-1718.
    • (2003) Synlett , pp. 1716-1718
    • Gao, C.1    Tao, X.2    Qian, Y.3    Huang, J.4
  • 19
    • 39349084404 scopus 로고    scopus 로고
    • When 1.2 equiv of KOtBu was used, incomplete conversion of 3 was observed.
    • When 1.2 equiv of KOtBu was used, incomplete conversion of 3 was observed.
  • 20
    • 0037694384 scopus 로고    scopus 로고
    • Allyl groups are susceptible to palladium-catalyzed olefin isomerizations under certain conditions, see
    • Allyl groups are susceptible to palladium-catalyzed olefin isomerizations under certain conditions, see: Negishi, E.-I. Handb. Organopalladium Chem. Org. Synth. 2002, 2, 2783-2788.
    • (2002) Handb. Organopalladium Chem. Org. Synth , vol.2 , pp. 2783-2788
    • Negishi, E.-I.1
  • 21
    • 39349084220 scopus 로고    scopus 로고
    • Use of MeI as an in situ trapping reagent has been demonstrated by Hartwig et al. in the palladium-catalyzed arylation of malonates but not cyanoacetates, see ref 4b. No other alkylating reagents have been demonstrated as in situ traps
    • Use of MeI as an in situ trapping reagent has been demonstrated by Hartwig et al. in the palladium-catalyzed arylation of malonates but not cyanoacetates, see ref 4b. No other alkylating reagents have been demonstrated as in situ traps.
  • 22
    • 39349098881 scopus 로고    scopus 로고
    • In the absence of a Pd catalyst/ligand, the control experiment of 5-bromopyrimidine with 3 and KOt-Bu produced ∼30% conversion after overnight heating, whereas 3-bromopyridine gave no detectable amount of product, indicating efficiency of Pd catalysis
    • In the absence of a Pd catalyst/ligand, the control experiment of 5-bromopyrimidine with 3 and KOt-Bu produced ∼30% conversion after overnight heating, whereas 3-bromopyridine gave no detectable amount of product, indicating efficiency of Pd catalysis.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.