메뉴 건너뛰기




Volumn 13, Issue 2, 2011, Pages 181-185

Cerium ammonium nitrate-catalyzed multicomponent reaction for efficient synthesis of functionalized tetrahydropyridines

Author keywords

Cerium ammonium nitrate; Heterocycles; Multicomponent reaction; One pot; Tetrahydropyridines

Indexed keywords

AMMONIUM NITRATE; CERIUM; CERIUM NITRATE; NITRATE; PYRIDINE DERIVATIVE;

EID: 79955423238     PISSN: 21568952     EISSN: None     Source Type: Journal    
DOI: 10.1021/co100055x     Document Type: Article
Times cited : (172)

References (25)
  • 1
    • 73149096486 scopus 로고    scopus 로고
    • Multi-component reactions in water
    • Kumaravel, K.; Vasuki, G. Multi-component reactions in water. Curr. Org. Chem. 2009, 13, 1820-1841.
    • (2009) Curr. Org. Chem. , vol.13 , pp. 1820-1841
    • Kumaravel, K.1    Vasuki, G.2
  • 2
    • 53849102601 scopus 로고    scopus 로고
    • 3-coupling and [2+2+2]-cycloaddition reaction
    • 3-coupling and [2+2+2]-cycloaddition reaction. Adv. Synth. Catal. 2008, 350, 370-374.
    • (2008) Adv. Synth. Catal. , vol.350 , pp. 370-374
    • Bonfield, E.R.1    Li, C.J.2
  • 3
    • 77951997901 scopus 로고    scopus 로고
    • Seven-component reactions by sequential chemoselective Ugi-Mumm/Ugi-Smiles reactions
    • Brauch, S.; Gabriel, L.; Westermann, B. Seven-component reactions by sequential chemoselective Ugi-Mumm/Ugi-Smiles reactions. Chem. Commun. 2010, 46, 3387-3389.
    • (2010) Chem. Commun. , vol.46 , pp. 3387-3389
    • Brauch, S.1    Gabriel, L.2    Westermann, B.3
  • 5
    • 14744305091 scopus 로고    scopus 로고
    • The chemistry and pharmacology of tetrahydropyridines
    • Mateeva, N. N.; Winfield, L. L.; Redda, K. K. The chemistry and pharmacology of tetrahydropyridines. Curr. Med. Chem. 2005, 12, 551-571. (Pubitemid 40331051)
    • (2005) Current Medicinal Chemistry , vol.12 , Issue.5 , pp. 551-571
    • Mateeva, N.N.1    Winfield, L.L.2    Redda, K.K.3
  • 6
    • 53849146010 scopus 로고    scopus 로고
    • Proline-mediated enantioselective construction of tetrahydropyridines via a cascade Mannich-type/intramolecular cyclization reaction
    • Han, R. G.; Wang, Y.; Li, Y. Y.; Xu, P. F. Proline-mediated enantioselective construction of tetrahydropyridines via a cascade Mannich-type/intramolecular cyclization reaction. Adv. Synth. Catal. 2008, 350, 1474-1478.
    • (2008) Adv. Synth. Catal. , vol.350 , pp. 1474-1478
    • Han, R.G.1    Wang, Y.2    Li, Y.Y.3    Xu, P.F.4
  • 7
    • 48849091957 scopus 로고    scopus 로고
    • Palladium (0)-catalyzed alkynyl and allenyl iminium ion cyclizations leading to 1,4-disubstituted 1,2,3,6-tetrahydropyridines
    • Tsukamoto, H.; Kondo, Y. Palladium (0)-catalyzed alkynyl and allenyl iminium ion cyclizations leading to 1,4-disubstituted 1,2,3,6- tetrahydropyridines. Angew. Chem., Int. Ed. 2008, 47, 4851-4854.
    • (2008) Angew. Chem., Int. Ed. , vol.47 , pp. 4851-4854
    • Tsukamoto, H.1    Kondo, Y.2
  • 8
    • 69949162395 scopus 로고    scopus 로고
    • Phosphine-promoted [3+3]-annulations of aziridines with allenoates: Facile entry into highly functionalized tetrahydropyridines
    • Guo, H. C.; Xu, Q. H.; Kwon, O. Phosphine-promoted [3+3]-annulations of aziridines with allenoates: Facile entry into highly functionalized tetrahydropyridines. J. Am. Chem. Soc. 2009, 131, 6318-6319.
    • (2009) J. Am. Chem. Soc. , vol.131 , pp. 6318-6319
    • Guo, H.C.1    Xu, Q.H.2    Kwon, O.3
  • 9
    • 62749193815 scopus 로고    scopus 로고
    • Synthesis of polysubstituted tetrahydropyridines from Baylis-Hillman adducts modified with N-allylamino group via radical cyclization
    • Lee, H. S.; Kim, E. S.; Kim, S. H.; Kim, J. N. Synthesis of polysubstituted tetrahydropyridines from Baylis-Hillman adducts modified with N-allylamino group via radical cyclization. Tetrahedron Lett. 2009, 50, 2274-2277.
    • (2009) Tetrahedron Lett. , vol.50 , pp. 2274-2277
    • Lee, H.S.1    Kim, E.S.2    Kim, S.H.3    Kim, J.N.4
  • 11
    • 77949358435 scopus 로고    scopus 로고
    • Efficient and highly selective method for the synthesis of benzo(naphtho)quinoline derivatives catalyzed by iodine
    • (b) Wang, X. S.; Zhou, J.; Yin, M. Y.; Yang, K.; Tu, S. J. Efficient and highly selective method for the synthesis of benzo(naphtho)quinoline derivatives catalyzed by iodine. J. Comb. Chem. 2010, 12, 266-269.
    • (2010) J. Comb. Chem. , vol.12 , pp. 266-269
    • Wang, X.S.1    Zhou, J.2    Yin, M.Y.3    Yang, K.4    Tu, S.J.5
  • 12
    • 77954561764 scopus 로고    scopus 로고
    • Facile method for the combinatorial synthesis of 2,2-disubstituted quinazolin-4(1H)-one derivatives catalyzed by iodine in ionic liquids
    • (c) Wang, X. S.; Yang, K.; Zhou, J.; Tu, S. J. Facile method for the combinatorial synthesis of 2,2-disubstituted quinazolin-4(1H)-one derivatives catalyzed by iodine in ionic liquids. J. Comb. Chem. 2010, 12, 417-421.
    • (2010) J. Comb. Chem. , vol.12 , pp. 417-421
    • Wang, X.S.1    Yang, K.2    Zhou, J.3    Tu, S.J.4
  • 13
    • 77954559548 scopus 로고    scopus 로고
    • Solid-phase synthesis of N-substituted pyrrolidinonetethered N-substituted piperidines via Ugi reaction
    • (d) Liu, Z.; Nefzi, A. Solid-phase synthesis of N-substituted pyrrolidinonetethered N-substituted piperidines via Ugi reaction. J. Comb. Chem. 2010, 12, 566-570.
    • (2010) J. Comb. Chem. , vol.12 , pp. 566-570
    • Liu, Z.1    Nefzi, A.2
  • 14
    • 51849128293 scopus 로고    scopus 로고
    • Pot atom and step economic synthesis of fused three heterocyclic ring compounds under microwave irradiation in water
    • (a) Shi, F.; Zhou, D. X.; Tu, S. J.; Li, C. M.; Cao, L. J.; Shao, Q. Q. Pot, atom and step economic synthesis of fused three heterocyclic ring compounds under microwave irradiation in water. J. Heterocycl. Chem. 2008, 45, 1305-1310.
    • (2008) J. Heterocycl. Chem. , vol.45 , pp. 1305-1310
    • Shi, F.1    Zhou, D.X.2    Tu, S.J.3    Li, C.M.4    Cao, L.J.5    Shao, Q.Q.6
  • 15
    • 34250879776 scopus 로고    scopus 로고
    • Combining pot, atom and step economy (PASE) in organic synthesis. Synthesis of tetrahydropyran-4-ones
    • (b) Clarke, P. A.; Santos, S.; Martin, W. H. C. Combining pot, atom and step economy (PASE) in organic synthesis. Synthesis of tetrahydropyran-4-ones. Green Chem. 2007, 9, 438-440.
    • (2007) Green Chem. , vol.9 , pp. 438-440
    • Clarke, P.A.1    Santos, S.2    Martin, W.H.C.3
  • 16
    • 56249090692 scopus 로고    scopus 로고
    • Pot atom, and step economic (PASE) synthesis of highly substituted piperidines: A fivecomponent condensation
    • Clarke, P. A.; Zaytsev, A. V.; Whitwood, A. C. Pot, atom, and step economic (PASE) synthesis of highly substituted piperidines: a fivecomponent condensation. Synthesis 2008, 3530-3532.
    • (2008) Synthesis , pp. 3530-3532
    • Clarke, P.A.1    Zaytsev, A.V.2    Whitwood, A.C.3
  • 17
    • 58549088118 scopus 로고    scopus 로고
    • Organocatalyzed highly atom economic one pot synthesis of tetrahydropyridines as antimalarials
    • 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. Bioorg. Med. Chem. 2009, 17, 625-633.
    • (2009) Bioorg. Med. Chem. , vol.17 , pp. 625-633
    • Misra, M.1    Pandey, S.K.2    Pandey, V.P.3    Pandey, J.4    Tripathi, R.5    Tripathi, R.P.6
  • 18
    • 55249083524 scopus 로고    scopus 로고
    • Effects of substituents in the β-position of 1,3-dicarbonyl compounds in bromodimethylsulfonium bromide-catalyzed multicomponent reactions: A facile access to functionalized piperidines
    • Khan, A. T.; Parvin, T.; Choudhury, L. H. Effects of substituents in the β-position of 1,3-dicarbonyl compounds in bromodimethylsulfonium bromide-catalyzed multicomponent reactions: a facile access to functionalized piperidines. J. Org. Chem. 2008, 73, 8398-8402.
    • (2008) J. Org. Chem. , vol.73 , pp. 8398-8402
    • Khan, A.T.1    Parvin, T.2    Choudhury, L.H.3
  • 19
    • 77955415647 scopus 로고    scopus 로고
    • Synthesis of highly functionalized piperidines by one-pot multicomponent reaction using tetrabutylammonium tribromide (TBATB)
    • Khan, A. T.; Lal, M.; Khan, M. M. Synthesis of highly functionalized piperidines by one-pot multicomponent reaction using tetrabutylammonium tribromide (TBATB). Tetrahedron Lett. 2010, 51, 4419-4424.
    • (2010) Tetrahedron Lett. , vol.51 , pp. 4419-4424
    • Khan, A.T.1    Lal, M.2    Khan, M.M.3
  • 20
    • 77953306636 scopus 로고    scopus 로고
    • Cerium(IV) ammonium nitrate as a catalyst in organic synthesis
    • (a) Sridharan, V.; Menendez, J. C. Cerium(IV) ammonium nitrate as a catalyst in organic synthesis. Chem. Rev. 2010, 110, 3805-3849.
    • (2010) Chem. Rev. , vol.110 , pp. 3805-3849
    • Sridharan, V.1    Menendez, J.C.2
  • 21
    • 74049152460 scopus 로고    scopus 로고
    • Diversityoriented synthesis of quinolines via friedlander annulation reaction under mild catalytic conditions
    • (b) Bose, D. S.; Idrees, M.; Jakka, N. M.; Rao, J. V. Diversityoriented synthesis of quinolines via friedlander annulation reaction under mild catalytic conditions. J. Comb. Chem. 2010, 12, 100-110.
    • (2010) J. Comb. Chem. , vol.12 , pp. 100-110
    • Bose, D.S.1    Idrees, M.2    Jakka, N.M.3    Rao, J.V.4
  • 22
    • 74049113723 scopus 로고    scopus 로고
    • Diversity Oriented synthesis of benzoxanthene and benzochromene libraries via one-pot, three-component reactions and their anti-proliferative activity
    • (c) Kumar, A.; Sharma, S.; Maurya, R. A.; Sarkar, J. Diversity Oriented synthesis of benzoxanthene and benzochromene libraries via one-pot, three-component reactions and their anti-proliferative activity. J. Comb. Chem. 2010, 12, 20-24.
    • (2010) J. Comb. Chem. , vol.12 , pp. 20-24
    • Kumar, A.1    Sharma, S.2    Maurya, R.A.3    Sarkar, J.4
  • 23
    • 65349107107 scopus 로고    scopus 로고
    • A very efficient cerium(IV) ammonium nitrate catalyzed, four-component synthesis of tetrahydropyridines and its application in the concise generation of functionalized homoquinolizine frameworks
    • (d) Sridharan, V.; Maiti, S.; Menendez, J. C. A very efficient cerium(IV) ammonium nitrate catalyzed, four-component synthesis of tetrahydropyridines and its application in the concise generation of functionalized homoquinolizine frameworks. Chem.-Eur. J. 2009, 15, 4565-4572.
    • (2009) Chem.-Eur. J. , vol.15 , pp. 4565-4572
    • Sridharan, V.1    Maiti, S.2    Menendez, J.C.3
  • 24
    • 34548716438 scopus 로고    scopus 로고
    • An efficient method for the enamination of 1,3-dicarbonyl compounds with ceric ammonium nitrate (CAN)
    • Mo, L. P.; Liu, S. F.; Li, W. Z. An efficient method for the enamination of 1,3-dicarbonyl compounds with ceric ammonium nitrate (CAN). J. Chin. Chem. Soc. 2007, 54, 879-884.
    • (2007) J. Chin. Chem. Soc. , vol.54 , pp. 879-884
    • Mo, L.P.1    Liu, S.F.2    Li, W.Z.3
  • 25
    • 77956394608 scopus 로고    scopus 로고
    • Iodine catalyzed one-pot five-component reactions for direct synthesis of densely functionalized piperidines
    • Khan, A. T.; Khan, M. M.; Bannuru, K. K. R. Iodine catalyzed one-pot five-component reactions for direct synthesis of densely functionalized piperidines. Tetrahedron 2010, 66, 7762-7772.
    • (2010) Tetrahedron , vol.66 , pp. 7762-7772
    • Khan, A.T.1    Khan, M.M.2    Bannuru, K.K.R.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.