Araştırma Makalesi

ULTRASONIC-PROMOTED SYNTHESIS OF FUNCTIONALIZED TETRAHYDROPYRIDINES USING TRIFLATE

Cilt: 3 Sayı: 2 30 Aralık 2017
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ULTRASONIC-PROMOTED SYNTHESIS OF FUNCTIONALIZED TETRAHYDROPYRIDINES USING TRIFLATE

Öz

An easy, and effective multicomponent synthesis of a highly substituted tetrahydropyridines has been achieved by reaction of different substituted aromatic aldehydes, β-ketoester (methyl acetoacetate), and p-methoxyaniline, in the presence of ytterbium(III) trifluoromethanesulfonate, Yb(OTf)3,  as an efficient catalyst under ultrasound irradiation. This method has supplied a different approach for the synthesis of highly substituted tetrahydropyridines in moderate to good yields.

Anahtar Kelimeler

Kaynakça

  1. Shi, F., Tan, W., Zhu, R., Xing, G., Tu, S., Catalytic asymmetric five-component tandem reaction: Diastereo- and enantioselective synthesis of densely functionalized tetrahydropyridines with biological importance. Advanced Synthesis & Catalysis, 355, 1605-1622, 2013.
  2. Harichandran, G., Amalraj, S.D., Shanmugam, P., A facile and efficient solid supported, one-pot synthesis of functionalized piperidine derivatives catalyzed by amberlite IRA400-Cl resin/I2/KI via multicomponent reaction J. Heterocyclic Chem., 50, 539-543, 2013.
  3. Khaksar, S., Vahdat, S.M., Alipour, M., Cerium (IV) triflate-catalyzed domino annulations approaches to the synthesis of highly substituted piperidines. Comptes Rendus Chimie, 16, 1024-1028, 2013.
  4. Balijapalli, U., Munusamy, S., Sundaramoorthy, K.N., Iyer, S.K., Metal-free, one-pot, rapid synthesis of tetrahydropyridines using acetic acid as solvent and catalyst at room temperature. Synthetic Communications, 44, 943-953, 2014.
  5. Mishra, S., Ghosh, R., Efficient one-pot synthesis of functionalized piperidine scaffolds via ZrOCL2.8H2O catalyzed tandem reactions of aromatic aldehydes with amines and acetoacetic esters. Tetrahedron Letters, 52, 2857-2861, 2011.
  6. Debache, A., Ghalem, W., Boulcina, R., Belfaitah, A., Rhouati, S., Carboni, B., An efficient one-step synthesis of 1,4-dihydropyridines via a triphenylphosphine-catalyzed three-component Hantzsch reaction under mild conditions. Tetrahedron Letters, 50, 5248-5250, 2009.
  7. Misra, M., Pandey, S.K., Pandey, V.P., Pandey, J., Tripathi, R., Tripathi, R.P., Organocatalyzed highly atom economic one pot synthesis of tetrahydropyridines as antimalarials. Bioorganic and Medicinal Chemistry, 17, 625-633, 2009.
  8. Mounsey, R.B., Mustafa, S., Robinson, L., Ross, R.A., Riedel, G., Pertwee, R.G., Teismann, P., Increasing levels of the endocannabinoid 2-AG is neuroprotective in the 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine mouse model of Parkinson’s disease. Experimental Neurology, 273, 36-44 2015.

Ayrıntılar

Birincil Dil

İngilizce

Konular

-

Bölüm

Araştırma Makalesi

Yayımlanma Tarihi

30 Aralık 2017

Gönderilme Tarihi

9 Ekim 2017

Kabul Tarihi

28 Aralık 2017

Yayımlandığı Sayı

Yıl 2017 Cilt: 3 Sayı: 2

Kaynak Göster

APA
Turgut, Z., & Pelit, E. (2017). ULTRASONIC-PROMOTED SYNTHESIS OF FUNCTIONALIZED TETRAHYDROPYRIDINES USING TRIFLATE. Kirklareli University Journal of Engineering and Science, 3(2), 107-122. https://izlik.org/JA39WW88FA
AMA
1.Turgut Z, Pelit E. ULTRASONIC-PROMOTED SYNTHESIS OF FUNCTIONALIZED TETRAHYDROPYRIDINES USING TRIFLATE. KLUJES. 2017;3(2):107-122. https://izlik.org/JA39WW88FA
Chicago
Turgut, Zuhal, ve Emel Pelit. 2017. “ULTRASONIC-PROMOTED SYNTHESIS OF FUNCTIONALIZED TETRAHYDROPYRIDINES USING TRIFLATE”. Kirklareli University Journal of Engineering and Science 3 (2): 107-22. https://izlik.org/JA39WW88FA.
EndNote
Turgut Z, Pelit E (01 Aralık 2017) ULTRASONIC-PROMOTED SYNTHESIS OF FUNCTIONALIZED TETRAHYDROPYRIDINES USING TRIFLATE. Kirklareli University Journal of Engineering and Science 3 2 107–122.
IEEE
[1]Z. Turgut ve E. Pelit, “ULTRASONIC-PROMOTED SYNTHESIS OF FUNCTIONALIZED TETRAHYDROPYRIDINES USING TRIFLATE”, KLUJES, c. 3, sy 2, ss. 107–122, Ara. 2017, [çevrimiçi]. Erişim adresi: https://izlik.org/JA39WW88FA
ISNAD
Turgut, Zuhal - Pelit, Emel. “ULTRASONIC-PROMOTED SYNTHESIS OF FUNCTIONALIZED TETRAHYDROPYRIDINES USING TRIFLATE”. Kirklareli University Journal of Engineering and Science 3/2 (01 Aralık 2017): 107-122. https://izlik.org/JA39WW88FA.
JAMA
1.Turgut Z, Pelit E. ULTRASONIC-PROMOTED SYNTHESIS OF FUNCTIONALIZED TETRAHYDROPYRIDINES USING TRIFLATE. KLUJES. 2017;3:107–122.
MLA
Turgut, Zuhal, ve Emel Pelit. “ULTRASONIC-PROMOTED SYNTHESIS OF FUNCTIONALIZED TETRAHYDROPYRIDINES USING TRIFLATE”. Kirklareli University Journal of Engineering and Science, c. 3, sy 2, Aralık 2017, ss. 107-22, https://izlik.org/JA39WW88FA.
Vancouver
1.Zuhal Turgut, Emel Pelit. ULTRASONIC-PROMOTED SYNTHESIS OF FUNCTIONALIZED TETRAHYDROPYRIDINES USING TRIFLATE. KLUJES [Internet]. 01 Aralık 2017;3(2):107-22. Erişim adresi: https://izlik.org/JA39WW88FA