Yb(OTf)3-catalyzed cyclization of an N-silylenamine with 2-methylene-1,3-cyclohexanedione to afford a 7,8-dihydroquinolin-5(6H)-one derivative and its application to the one-pot conversion to a 2,3,5-trisubstituted quinoline derivative

Sakai, Norio; Aoki, Daisuke; Hamajima, Toshihiro; Konakahara, Takeo

doi:10.1016/j.tetlet.2005.12.080

Cited by 47 publications

(17 citation statements)

References 28 publications

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“…A subsequent cyclization produces cyclic imine species 6-113 , which furnishes pyridine 6-110 upon elimination of silanol and oxidation step (Scheme 446). 717 …”

Section: Synthesis Of Six-membered Aromatic Heterocyclesmentioning

confidence: 99%

Transition Metal-Mediated Synthesis of Monocyclic Aromatic Heterocycles

et al. 2013

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“…A subsequent cyclization produces cyclic imine species 6-113 , which furnishes pyridine 6-110 upon elimination of silanol and oxidation step (Scheme 446). 717 …”

Section: Synthesis Of Six-membered Aromatic Heterocyclesmentioning

confidence: 99%

Transition Metal-Mediated Synthesis of Monocyclic Aromatic Heterocycles

et al. 2013

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“…Cyclization of an N-silylenamine with 2-methylene-1,3cyclohexanediones catalyzed by Yb(OTf) 3 provided an excellent strategy for the synthesis of 2,3-disubstituted 5,6,7,8-tetrahydroquinolin-5-ones in moderate to good yields (Scheme 105). 135 Lewis acids were used as an additive to activate the carbonyl group of the starting diones. When the reaction was carried out in the presence of a catalytic amount of Hf(OTf) 4 or Yb(OTf) 3 , the cyclization proceeded at room temperature to afford the corresponding tetrahydroquinolin-5-one derivatives in moderate to good yields.…”

Section: Syn Thesismentioning

confidence: 99%

Ytterbium Triflate Catalyzed Synthesis of Heterocycles

Sakhuja¹,

Pericherla²,

Bajaj³

et al. 2016

Synthesis

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Ytterbium(III) triflate is an efficient and water-tolerant Lewis acid that has been used as a catalyst for a wide range of organic transformations. Various three-, four-, five-, and six-membered, as well as fused, heterocycles have been synthesized using ytterbium triflate as catalyst in both organic and aqueous solvents. The reaction conditions are relatively mild and the catalyst can be readily recovered from the reaction mixtures to be reused. 1 Introduction 2 Three-Membered Heterocycles 3 Four-Membered Heterocycles 4 Five-Membered Heterocycles 5 Six-Membered Heterocycles 6 Benzo-Fused Heterocycles 7 Non-benzenoid Fused Heterocycles 8 Spiroheterocycles 9 Bridged Heterocycles 10 Conclusion

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“…Recently, more and more new simple and elegant syntheses of substituted quinolines have been described [19][20][21][22][23][24][25]. The synthesis of quinoline derivatives thus continues to be an attractive area of research and the synthesis of various substituted quinolines have been largely described in the literature through different strategies [26][27][28].…”

Section: Introductionmentioning

confidence: 99%

Antibacterial Screening of some Heterocyclic Compounds Containing Quinoline Nucleus

Baluja

Godvani

Chanda

2017

ILCPA

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Abstract. In this work, some novel derivatives of Cyanopyridines and Isoxazoles were synthesized using Vilsmeier-Haack reagent and their structures were confirmed by FTIR, 1 H NMR and mass spectroscopic methods. The antibacterial activities of these synthesized compounds were studied in DMSO and DMF by agar well diffusion method against some Gram positive and Gram negative bacteria. It is observed that activity depends upon three S: solvent, strain and structure.

show abstract

Yb(OTf)3-catalyzed cyclization of an N-silylenamine with 2-methylene-1,3-cyclohexanedione to afford a 7,8-dihydroquinolin-5(6H)-one derivative and its application to the one-pot conversion to a 2,3,5-trisubstituted quinoline derivative

Cited by 47 publications

References 28 publications

Transition Metal-Mediated Synthesis of Monocyclic Aromatic Heterocycles

Transition Metal-Mediated Synthesis of Monocyclic Aromatic Heterocycles

Ytterbium Triflate Catalyzed Synthesis of Heterocycles

Antibacterial Screening of some Heterocyclic Compounds Containing Quinoline Nucleus

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