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Transition Metal Chemistry
Volumn 35, Issue 1, 2010, Pages 49-53
Zirconium(IV) chloride as versatile catalyst for the expeditious synthesis of quinoxalines and pyrido[2,3-b]pyrazines under ambient conditions
Author keywords

[No Author keywords available]
Indexed keywords

AMBIENT CONDITIONS; CATALYTIC PROCESS; CLEAN REACTIONS; EFFICIENT CATALYSTS; MILD REACTION CONDITIONS; PYRAZINE DERIVATIVE; PYRAZINES; QUANTITATIVE YIELDS; QUINOXALINES; RAPID SYNTHESIS; ROOM TEMPERATURE; SHORT REACTION TIME; TRANSITION METAL CHLORIDE;
EID: 75749151618     PISSN: 03404285     EISSN: None     Source Type: Journal    
DOI: 10.1007/s11243-009-9294-9     Document Type: Article
Times cited : (39)
References (57)
  • 3
    • 32044436578 scopus 로고    scopus 로고
    • Synthesis of 3-benzyl-2-substituted quinoxalines as novel monoamine oxidase A inhibitors
    • DOI 10.1016/j.bmcl.2005.11.088, PII S0960894X05015167
    • SY Hassan SN Khattab AA Bekhit A Amer 2006 Bioorg Med Chem Lett 16 1753 1756 10.1016/j.bmcl.2005.11.088 1:CAS:528:DC%2BD28Xht1ymsbg%3D (Pubitemid 43197560)
    • (2006) Bioorganic and Medicinal Chemistry Letters , vol.16 , Issue.6 , pp. 1753-1756
    • Hassan, S.Y.1    Khattab, S.N.2    Bekhit, A.A.3    Amer, A.4
  • 4
    • 33645891154 scopus 로고    scopus 로고
    • 10.1016/j.bmcl.2006.02.006 1:CAS:528:DC%2BD28XjtFGitL4%3D
    • RV Perumal R Mahesh 2006 Bioorg Med Chem Lett 16 2769 2772 10.1016/j.bmcl.2006.02.006 1:CAS:528:DC%2BD28XjtFGitL4%3D
    • (2006) Bioorg Med Chem Lett , vol.16 , pp. 2769-2772
    • Perumal, R.V.1    Mahesh, R.2
  • 7
    • 15444370985 scopus 로고    scopus 로고
    • Synthesis of new quinoxaline-2-carboxylate 1,4-dioxide derivatives as anti-Mycobacterium tuberculosis agents
    • DOI 10.1021/jm049952w
    • A Jaso B Zarranz I Aldana A Monge 2005 J Med Chem 48 2019 2025 10.1021/jm049952w 1:CAS:528:DC%2BD2cXnvVKlu78%3D (Pubitemid 40396329)
    • (2005) Journal of Medicinal Chemistry , vol.48 , Issue.6 , pp. 2019-2025
    • Jaso, A.1    Zarranz, B.2    Aldana, I.3    Monge, A.4
  • 8
    • 0037028002 scopus 로고    scopus 로고
    • Synthesis and antimycobacterial activity of pyrazine and quinoxaline derivatives
    • DOI 10.1021/jm020310n
    • LE Seitz WJ Suling RC Reynolds 2002 J Med Chem 45 5604 5606 10.1021/jm020310n 1:CAS:528:DC%2BD38XosVCgur8%3D (Pubitemid 35424977)
    • (2002) Journal of Medicinal Chemistry , vol.45 , Issue.25 , pp. 5604-5606
    • Seitz, L.E.1    Suling, W.J.2    Reynolds, R.C.3
  • 10
    • 0029899585 scopus 로고    scopus 로고
    • Tyrphostins. 5. Potent inhibitors of platelet-derived growth factor receptor tyrosine kinase: Structure-activity relationships in quinoxalines, quinolines, and indole tyrphostins
    • DOI 10.1021/jm950727b
    • A Gazit H App G McMahon J Chen A Levitzki FD Bohmer 1996 J Med Chem 39 2170 2177 10.1021/jm950727b 1:CAS:528:DyaK28XislWnu78%3D (Pubitemid 26173249)
    • (1996) Journal of Medicinal Chemistry , vol.39 , Issue.11 , pp. 2170-2177
    • Gazit, A.1    App, H.2    McMahon, G.3    Chen, J.4    Levitzki, A.5    Bohmer, F.D.6
  • 14
    • 0029006908 scopus 로고
    • 10.1080/00397919508011789 1:CAS:528:DyaK2MXmtlChsb8%3D
    • D Villemin B Martin 1995 Synth Commun 25 2319 2326 10.1080/00397919508011789 1:CAS:528:DyaK2MXmtlChsb8%3D
    • (1995) Synth Commun , vol.25 , pp. 2319-2326
    • Villemin, D.1    Martin, B.2
  • 17
    • 0037064524 scopus 로고    scopus 로고
    • The first microwave-assisted regiospecific synthesis of 6-substituted pterins
    • DOI 10.1016/S0040-4039(02)02007-5, PII S0040403902020075
    • S Goswami AK Adak 2002 Tetrahedron Lett 43 8371 8373 10.1016/S0040-4039(02)02007-5 1:CAS:528:DC%2BD38XotVyks7k%3D (Pubitemid 35223376)
    • (2002) Tetrahedron Letters , vol.43 , Issue.46 , pp. 8371-8373
    • Goswami, S.1    Adak, A.K.2
  • 18
    • 2942519827 scopus 로고    scopus 로고
    • General microwave-assisted protocols for the expedient synthesis of quinoxalines and heterocyclic pyrazines
    • DOI 10.1016/j.tetlet.2004.04.144, PII S0040403904009633
    • Z Zhao DD Wisnoski SE Wolkenberg WH Leister Y Wang CW Lindsley 2004 Tetrahedron Lett 45 4873 4876 10.1016/j.tetlet.2004.04.144 1:CAS:528:DC%2BD2cXksVGisb0%3D (Pubitemid 38738838)
    • (2004) Tetrahedron Letters , vol.45 , Issue.25 , pp. 4873-4876
    • Zhao, Z.1    Wisnoski, D.D.2    Wolkenberg, S.E.3    Leister, W.H.4    Wang, Y.5    Lindsley, C.W.6
  • 21
    • 23244454493 scopus 로고    scopus 로고
    • A synthetic route to 11-(1H-pyrrol-1-yl)-11H-indeno[1,2-b]quinoxaline derivatives exploiting a three-component coupling strategy under microwave irradiation
    • DOI 10.1016/j.tetlet.2005.06.099, PII S0040403905013523
    • J Azizian AR Karimi Z Kazemizadeh AA Mohammadi MR Mohammadizadeh 2005 Tetrahedron Lett 46 6155 6157 10.1016/j.tetlet.2005.06.099 1:CAS:528:DC%2BD2MXntVynsb0%3D (Pubitemid 41096601)
    • (2005) Tetrahedron Letters , vol.46 , Issue.36 , pp. 6155-6157
    • Azizian, J.1    Karimi, A.R.2    Kazemizadeh, Z.3    Mohammadi, A.A.4    Mohammadizadeh, M.R.5
  • 23
    • 43049181336 scopus 로고    scopus 로고
    • 10.1007/s10562-007-9385-1 1:CAS:528:DC%2BD1cXlt1Cqurw%3D
    • SM Landge B Török 2008 Catal Lett 122 338 343 10.1007/s10562-007-9385-1 1:CAS:528:DC%2BD1cXlt1Cqurw%3D
    • (2008) Catal Lett , vol.122 , pp. 338-343
    • Landge, S.M.1    Török, B.2
  • 24
    • 0034595627 scopus 로고    scopus 로고
    • The syntheses of pyrazino-containing sultines and their application in Diels-Alder reactions with electron-poor olefins and [60]fullerene
    • DOI 10.1021/jo9918448
    • J-H Liu A-T Wu M-H Huang C-W Wu W-S Chung 2000 J Org Chem 65 3395 3403 10.1021/jo9918448 1:CAS:528:DC%2BD3cXjtVGjsr8%3D (Pubitemid 30346793)
    • (2000) Journal of Organic Chemistry , vol.65 , Issue.11 , pp. 3395-3403
    • Liu, J.-H.1    Wu, A.-T.2    Huang, M.-H.3    Wu, C.-W.4    Chung, W.-S.5
  • 26
    • 23744463590 scopus 로고    scopus 로고
    • Molecular iodine: A powerful catalyst for the easy and efficient synthesis of quinoxalines
    • DOI 10.1016/j.tetlet.2005.07.026, PII S0040403905015133
    • SV More MNV Sastry C-C Wang C-F Yao 2005 Tetrahedron Lett 46 6345 6348 10.1016/j.tetlet.2005.07.026 1:CAS:528:DC%2BD2MXns1SgsL0%3D (Pubitemid 41140194)
    • (2005) Tetrahedron Letters , vol.46 , Issue.37 , pp. 6345-6348
    • More, S.V.1    Sastry, M.N.V.2    Wang, C.-C.3    Yao, C.-F.4
  • 27
    • 24944446763 scopus 로고    scopus 로고
    • An efficient protocol for the synthesis of quinoxaline derivatives at room temperature using molecular iodine as the catalyst
    • DOI 10.1016/j.tetlet.2005.08.080, PII S0040403905018290
    • RS Bhosale SR Sarda SS Ardhapure WN Jadhav SR Bhusare RP Pawar 2005 Tetrahedron Lett 46 7183 7186 10.1016/j.tetlet.2005.08.080 1:CAS:528:DC%2BD2MXhtVSru7bP (Pubitemid 41317103)
    • (2005) Tetrahedron Letters , vol.46 , Issue.42 , pp. 7183-7186
    • Bhosale, R.S.1    Sarda, S.R.2    Ardhapure, S.S.3    Jadhav, W.N.4    Bhusare, S.R.5    Pawar, R.P.6
  • 29
    • 39349108390 scopus 로고    scopus 로고
    • Montmorillonite K-10: An efficient and reusable catalyst for the synthesis of quinoxaline derivatives in water
    • DOI 10.1016/j.catcom.2007.10.024, PII S1566736707004724
    • T-K Huang R Wang L Shi X-X Lu 2008 Catal Commun 9 1143 1147 10.1016/j.catcom.2007.10.024 1:CAS:528:DC%2BD1cXisVert74%3D (Pubitemid 351264824)
    • (2008) Catalysis Communications , vol.9 , Issue.6 , pp. 1143-1147
    • Huang, T.-k.1    Wang, R.2    Shi, L.3    Lu, X.-x.4
  • 30
    • 33847687134 scopus 로고    scopus 로고
    • Efficient, convenient and reusable polyaniline-sulfate salt catalyst for the synthesis of quinoxaline derivatives
    • DOI 10.1016/j.molcata.2006.10.018, PII S1381116906012945
    • C Srinivas CNSSP Kumar V Jayathirtha Rao S Palaniappan 2007 J Mol Catal A Chem 265 227 230 10.1016/j.molcata.2006.10.018 1:CAS:528:DC%2BD2sXis1yjs74%3D (Pubitemid 46357017)
    • (2007) Journal of Molecular Catalysis A: Chemical , vol.265 , Issue.1-2 , pp. 227-230
    • Srinivas, C.1    Kumar, C.N.S.S.P.2    Rao, V.J.3    Palaniappan, S.4
  • 31
    • 33645404779 scopus 로고    scopus 로고
    • 10.1039/b510677j 1:CAS:528:DC%2BD28XhsF2gug%3D%3D
    • SV More MNV Sastry C-F Yao 2006 Green Chem 8 91 95 10.1039/b510677j 1:CAS:528:DC%2BD28XhsF2gug%3D%3D
    • (2006) Green Chem , vol.8 , pp. 91-95
    • More, S.V.1    Sastry, M.N.V.2    Yao, C.-F.3
  • 32
    • 34447503639 scopus 로고    scopus 로고
    • Zn[(l)proline]: A powerful catalyst for the very fast synthesis of quinoxaline derivatives at room temperature
    • DOI 10.1016/j.catcom.2006.11.026, PII S1566736706004584
    • MM Heravi MH Tehrani K Bakhtiari HA Oskooie 2007 Catal Commun 8 1341 1344 10.1016/j.catcom.2006.11.026 1:CAS:528:DC%2BD2sXotVCns7s%3D (Pubitemid 47082509)
    • (2007) Catalysis Communications , vol.8 , Issue.9 , pp. 1341-1344
    • Heravi, M.M.1    Tehrani, M.H.2    Bakhtiari, K.3    Oskooie, H.A.4
  • 33
    • 38849207574 scopus 로고    scopus 로고
    • Ni-nanoparticles: An efficient catalyst for the synthesis of quinoxalines
    • DOI 10.1016/j.catcom.2007.08.021, PII S1566736707003706
    • A Kumar S Kumar A Saxena A De S Mozumdar 2008 Catal Commun 9 778 784 10.1016/j.catcom.2007.08.021 1:CAS:528:DC%2BD1cXhvFyiu7s%3D (Pubitemid 351191860)
    • (2008) Catalysis Communications , vol.9 , Issue.5 , pp. 778-784
    • Kumar, A.1    Kumar, S.2    Saxena, A.3    De, A.4    Mozumdar, S.5
  • 38
    • 33748969529 scopus 로고    scopus 로고
    • 4-catalyzed X-C/C-C bond formation for the geometric selective synthesis of (E)-β-iodo aza Morita-Baylis-Hillman (MBH) adducts
    • DOI 10.1016/j.tetlet.2006.08.128, PII S0040403906017588
    • Q Li M Shi JM Lyte G Li 2006 Tetrahedron Lett 47 7699 7702 10.1016/j.tetlet.2006.08.128 1:CAS:528:DC%2BD28XhtVWqt7bI (Pubitemid 44441501)
    • (2006) Tetrahedron Letters , vol.47 , Issue.44 , pp. 7699-7702
    • Li, Q.1    Shi, M.2    Lyte, J.M.3    Li, G.4
  • 39
    • 34547526952 scopus 로고    scopus 로고
    • Zirconium chloride catalyzed efficient synthesis of 1,3-diaryl-2-propenones in solvent free conditions via aldol condensation
    • DOI 10.1016/j.molcata.2007.05.016, PII S1381116907003445
    • A Kumar A Akanksha 2007 J Mol Catal A Chem 274 212 216 10.1016/j.molcata.2007.05.016 1:CAS:528:DC%2BD2sXos1amsrs%3D (Pubitemid 47179884)
    • (2007) Journal of Molecular Catalysis A: Chemical , vol.274 , Issue.1-2 , pp. 212-216
    • Kumar, A.1    Akanksha, A.2
  • 40
    • 33747779762 scopus 로고    scopus 로고
    • 4 catalyzed highly selective and efficient Michael addition of heterocyclic enamines with α,β-unsaturated olefins
    • DOI 10.1016/j.tetlet.2006.07.116, PII S0040403906015243
    • V Kumar S Kaur S Kumar 2006 Tetrahedron Lett 47 7001 7005 10.1016/j.tetlet.2006.07.116 1:CAS:528:DC%2BD28XoslCiurk%3D (Pubitemid 44278965)
    • (2006) Tetrahedron Letters , vol.47 , Issue.39 , pp. 7001-7005
    • Kumar, V.1    Kaur, S.2    Kumar, S.3
  • 41
    • 35748984895 scopus 로고    scopus 로고
    • 4-catalyzed aza-Michael addition of carbamates to enones: Synthesis of Cbz-protected β-amino ketones
    • DOI 10.1016/j.catcom.2006.07.019, PII S1566736706002585
    • G Smitha ChS Reddy 2007 Catal Commun 8 434 436 10.1016/j.catcom.2006.07.019 1:CAS:528:DC%2BD28Xht1yktL7P (Pubitemid 44828648)
    • (2007) Catalysis Communications , vol.8 , Issue.3 , pp. 434-436
    • Smitha, G.1    Sanjeeva Reddy, Ch.2
  • 42
    • 34447553384 scopus 로고    scopus 로고
    • 4 as a reusable catalyst
    • DOI 10.1016/j.catcom.2006.11.015, PII S1566736706004316
    • F Shirini E Mollarazi 2007 Catal Commun 8 1393 1396 10.1016/j.catcom.2006.11.015 1:CAS:528:DC%2BD2sXotVCntr4%3D (Pubitemid 47077928)
    • (2007) Catalysis Communications , vol.8 , Issue.9 , pp. 1393-1396
    • Shirini, F.1    Mollarazi, E.2
  • 43
    • 34447507813 scopus 로고    scopus 로고
    • 2 under neat conditions: Optimized green alternatives for the Biginelli reaction
    • DOI 10.1016/j.tetlet.2007.06.104, PII S004040390701221X
    • JC Rodríguez-Domínguez D Bernardi G Kirsch 2007 Tetrahedron Lett 48 5777 5780 10.1016/j.tetlet.2007.06.104 (Pubitemid 47068793)
    • (2007) Tetrahedron Letters , vol.48 , Issue.33 , pp. 5777-5780
    • Rodriguez-Dominguez, J.C.1    Bernardi, D.2    Kirsch, G.3
  • 44
    • 33644504482 scopus 로고    scopus 로고
    • Syn- and anti-selective prins cyclizations of δ,ε-unsaturated ketones to 1,3-halohydrins with Lewis acids
    • DOI 10.1021/jo052142n
    • RB Miles CE Davis RM Coates 2006 J Org Chem 71 1493 1501 10.1021/jo052142n 1:CAS:528:DC%2BD28XotlWmuw%3D%3D (Pubitemid 43296811)
    • (2006) Journal of Organic Chemistry , vol.71 , Issue.4 , pp. 1493-1501
    • Miles, R.B.1    Davis, C.E.2    Coates, R.M.3
  • 45
    • 33746006529 scopus 로고    scopus 로고
    • 4 mediated cyclization between epoxides and homopropargylic alcohols: Synthesis of 4-chloro-5,6-dihydro-2H-pyran derivatives
    • DOI 10.1016/j.tetlet.2006.06.063, PII S0040403906012196
    • JS Yadav K Rajasekhar MSR Murthy 2006 Tetrahedron Lett 47 6149 6151 10.1016/j.tetlet.2006.06.063 1:CAS:528:DC%2BD28XnsFOmu7k%3D (Pubitemid 44066419)
    • (2006) Tetrahedron Letters , vol.47 , Issue.34 , pp. 6149-6151
    • Yadav, J.S.1    Rajasekhar, K.2    Murty, M.S.R.3
  • 46
    • 28544434156 scopus 로고    scopus 로고
    • 4 dispersed on dry silica gel provides a useful reagent for S-alkylation of thiols with alcohols under solvent-free conditions
    • DOI 10.1016/j.tetlet.2005.10.137, PII S0040403905023932
    • H Firouzabadi N Iranpoor J Maasoumeh 2006 Tetrahedron Lett 47 93 97 10.1016/j.tetlet.2005.10.137 1:CAS:528:DC%2BD2MXht1OisbrL (Pubitemid 41743783)
    • (2006) Tetrahedron Letters , vol.47 , Issue.1 , pp. 93-97
    • Firouzabadi, H.1    Iranpoor, N.2    Jafarpour, M.3
  • 47
    • 34248181107 scopus 로고    scopus 로고
    • An expeditious synthesis of benzimidazole derivatives catalyzed by Lewis acids
    • DOI 10.1016/j.catcom.2006.10.022, PII S1566736706003876
    • Z-H Zhang L Yin Y-M Wang 2007 Catal Commun 8 1126 1131 10.1016/j.catcom.2006.10.022 1:CAS:528:DC%2BD2sXlt1KhtLs%3D (Pubitemid 46720106)
    • (2007) Catalysis Communications , vol.8 , Issue.7 , pp. 1126-1131
    • Zhang, Z.-H.1    Yin, L.2    Wang, Y.-M.3
  • 49
    • 33845537940 scopus 로고    scopus 로고
    • A recyclable and highly effective sulfamic acid/MeOH catalytic system for the synthesis of quinoxalines at room temperature
    • DOI 10.1016/j.catcom.2006.06.033, PII S1566736706002494
    • HR Darabi S Mohandessi K Aghapoor F Mohsenzadeh 2007 Catal Commun 8 389 392 10.1016/j.catcom.2006.06.033 1:CAS:528:DC%2BD28Xht1ykt7fJ (Pubitemid 44828641)
    • (2007) Catalysis Communications , vol.8 , Issue.3 , pp. 389-392
    • Darabi, H.R.1    Mohandessi, S.2    Aghapoor, K.3    Mohsenzadeh, F.4
  • 51
    • 34247533292 scopus 로고    scopus 로고
    • 10.1590/S0103-50532007000200009 1:CAS:528:DC%2BD2sXltF2itbs%3D
    • F Mohsenzadeh K Aghapoor HR Darabi 2007 J Braz Chem Soc 18 297 303 10.1590/S0103-50532007000200009 1:CAS:528:DC%2BD2sXltF2itbs%3D
    • (2007) J Braz Chem Soc , vol.18 , pp. 297-303
    • Mohsenzadeh, F.1    Aghapoor, K.2    Darabi, H.R.3
  • 55
    • 75749096333 scopus 로고
    • Chem Abstr (1991) 115:183358
    • (1991) Chem Abstr , vol.115 , pp. 183358
  • 56
    • 33845522821 scopus 로고
    • 10.1021/jm00332a028 1:CAS:528:DyaF2cXnsFemtQ%3D%3D
    • IA Kaye 1964 J Med Chem 7 240 241 10.1021/jm00332a028 1:CAS:528:DyaF2cXnsFemtQ%3D%3D
    • (1964) J Med Chem , vol.7 , pp. 240-241
    • Kaye, I.A.1
  • 57
    • 33845522192 scopus 로고
    • 10.1021/ja01183a006 1:CAS:528:DyaH1cXisFeqsA%3D%3D
    • RW Bost EE Towell 1948 J Am Chem Soc 70 903 905 10.1021/ja01183a006 1:CAS:528:DyaH1cXisFeqsA%3D%3D
    • (1948) J Am Chem Soc , vol.70 , pp. 903-905
    • Bost, R.W.1    Towell, E.E.2

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