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Facile Syntheses of Novel Benzo-1,3-dioxolo-, Benzothiazolo-, Pyrido-, and Quinolino-fused 5 H -Benzo[ d ]-pyrazolo[5,1-b ][1,3]-oxazines and 1 H -Pyrazoles

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dc.contributor.author Avila B.
dc.contributor.author Solano D.M.
dc.contributor.author Haddadin M.J.
dc.contributor.author Kurth M.J.
dc.contributor.editor
dc.date 2011
dc.date.accessioned 2017-10-03T15:45:24Z
dc.date.available 2017-10-03T15:45:24Z
dc.date.issued 2011
dc.identifier 10.1021/ol103108z
dc.identifier.isbn
dc.identifier.issn 15237060
dc.identifier.uri http://hdl.handle.net/10938/12630
dc.description.abstract A number of novel benzo-1,3-dioxolo-, benzothiazolo-, pyrido-, and quinolino-fused 5H-benzo[d]pyrazolo[5,1-b][1,3]-oxazines and 1H-pyrazoles were synthesized utilizing an easy and effective N,N-bond forming heterocyclization reaction. In so doing, the substrate scope of this heterocyclization reaction, which starts with o-nitroheterocyclic aldehydes, was expanded to provide several unique heterocyclic compounds for biological screening. This work further demonstrates the versatility of this simple, base-mediated, one-pot heterocyclization method in the construction of novel heterocycles.(Figure Presented) © 2011 American Chemical Society.
dc.format.extent
dc.format.extent Pages: (1060-1063)
dc.language English
dc.publisher WASHINGTON
dc.relation.ispartof Publication Name: Organic Letters; Publication Year: 2011; Volume: 13; no. 5; Pages: (1060-1063);
dc.relation.ispartofseries
dc.relation.uri
dc.source Scopus
dc.subject.other
dc.title Facile Syntheses of Novel Benzo-1,3-dioxolo-, Benzothiazolo-, Pyrido-, and Quinolino-fused 5 H -Benzo[ d ]-pyrazolo[5,1-b ][1,3]-oxazines and 1 H -Pyrazoles
dc.type Article
dc.contributor.affiliation Avila, B., Department of Chemistry, University of California, One Shields Avenue, Davis, CA 95616, United States
dc.contributor.affiliation Solano, D.M., Department of Chemistry, University of California, One Shields Avenue, Davis, CA 95616, United States, Department of Chemistry, California State University, 9001 Stockdale Hwy, Bakersfield, CA 93311, United States
dc.contributor.affiliation Haddadin, M.J., Department of Chemistry, American University of Beirut, Beirut, Lebanon
dc.contributor.affiliation Kurth, M.J., Department of Chemistry, University of California, One Shields Avenue, Davis, CA 95616, United States
dc.contributor.authorAddress Kurth, M. J.; Department of Chemistry, University of California, One Shields Avenue, Davis, CA 95616, United States; email: mjkurth@ucdavis.edu
dc.contributor.authorCorporate University: American University of Beirut; Faculty: Faculty of Arts and Sciences; Department: Chemistry;
dc.contributor.authorDepartment Chemistry
dc.contributor.authorDivision
dc.contributor.authorEmail mjkurth@ucdavis.edu
dc.contributor.faculty Faculty of Arts and Sciences
dc.contributor.authorInitials Avila, B
dc.contributor.authorInitials Solano, DM
dc.contributor.authorInitials Haddadin, MJ
dc.contributor.authorInitials Kurth, MJ
dc.contributor.authorOrcidID
dc.contributor.authorReprintAddress Kurth, MJ (reprint author), Univ Calif Davis, Dept Chem, 1 Shields Ave, Davis, CA 95616 USA.
dc.contributor.authorResearcherID
dc.contributor.authorUniversity American University of Beirut
dc.description.cited BENEDINI F, 1995, J MED CHEM, V38, P130, DOI 10.1021-jm00001a018; Butler JD, 2008, J ORG CHEM, V73, P234, DOI 10.1021-jo702067z; CHAPMAN D, 1980, J CHEM SOC PERK T 1, P2398, DOI 10.1039-p19800002398; Cho YS, 2010, J MED CHEM, V53, P7938, DOI 10.1021-jm100571n; CLARK RD, 1983, J MED CHEM, V26, P657, DOI 10.1021-jm00359a007; Couch GD, 2008, TETRAHEDRON, V64, P2816, DOI 10.1016-j.tet.2008.01.043; FOSTER HE, 1973, J CHEM SOC PERK T 1, P319, DOI 10.1039-p19730000319; GODARD A, 1980, J HETEROCYCLIC CHEM, V17, P465; Heller ST, 2007, ORG LETT, V9, P4947, DOI 10.1021-ol701784w; Huang LJ, 2006, BIOORGAN MED CHEM, V14, P528, DOI 10.1016-j.bmc.2005.08.032; HURST J, 1968, J CHEM SOC C, P1487, DOI 10.1039-j39680001487; Katritzky AR, 2000, J HETEROCYCLIC CHEM, V37, P1655; Kim D, 2001, BIOORG MED CHEM LETT, V11, P3103, DOI 10.1016-S0960-894X(01)00655-2; Kurth MJ, 2005, J ORG CHEM, V70, P1060, DOI 10.1021-jo048153i; MAKOSZA M, 1987, TETRAHEDRON LETT, V28, P3021; Matsuoka H, 1997, J MED CHEM, V40, P105, DOI 10.1021-jm9605288; Matveev MR, 2001, RUSS J GEN CHEM+, V71, P1286, DOI 10.1023-A:1013241516204; Mills AD, 2007, J COMB CHEM, V9, P171, DOI 10.1021-cc060109o; Mills AD, 2006, J ORG CHEM, V71, P2687, DOI 10.1021-jo0524831; Niu CS, 1998, TETRAHEDRON, V54, P6311, DOI 10.1016-S0040-4020(98)00328-7; Oakdale JS, 2009, ORG LETT, V11, P2760, DOI 10.1021-ol900891s; Schmidt A, 2008, EUR J ORG CHEM, P4073, DOI 10.1002-ejoc.200800227; Solano D. M., 2010, ORG SYNTH, V87, P339; Stadlbauer W., 2002, SCI SYNTH, V12, P227; VETELINO MG, 1994, TETRAHEDRON LETT, V35, P219, DOI 10.1016-S0040-4039(00)76515-4; Wu CR, 2010, ORG LETT, V12, P2234, DOI 10.1021-ol100586r; Yan MC, 2004, J ORG CHEM, V69, P1565, DOI 10.1021-jo030070z; Zhu GD, 2007, J MED CHEM, V50, P2990, DOI 10.1021-jm0701019
dc.description.citedCount 15
dc.description.citedTotWOSCount 16
dc.description.citedWOSCount 16
dc.format.extentCount 4
dc.identifier.articleNo
dc.identifier.coden
dc.identifier.pubmedID 21294577
dc.identifier.scopusID 79952128452
dc.identifier.url
dc.publisher.address 1155 16TH ST, NW, WASHINGTON, DC 20036 USA
dc.relation.ispartofConference
dc.relation.ispartofConferenceCode
dc.relation.ispartofConferenceDate
dc.relation.ispartofConferenceHosting
dc.relation.ispartofConferenceLoc
dc.relation.ispartofConferenceSponsor
dc.relation.ispartofConferenceTitle
dc.relation.ispartofFundingAgency
dc.relation.ispartOfISOAbbr Org. Lett.
dc.relation.ispartOfIssue 5
dc.relation.ispartOfPart
dc.relation.ispartofPubTitle Organic Letters
dc.relation.ispartofPubTitleAbbr Org. Lett.
dc.relation.ispartOfSpecialIssue
dc.relation.ispartOfSuppl
dc.relation.ispartOfVolume 13
dc.source.ID WOS:000287645800061
dc.type.publication Journal
dc.subject.otherAuthKeyword
dc.subject.otherChemCAS Aldehydes
dc.subject.otherChemCAS Benzene Derivatives
dc.subject.otherChemCAS Benzothiazoles
dc.subject.otherChemCAS Dioxoles
dc.subject.otherChemCAS Heterocyclic Compounds with 4 or More Rings
dc.subject.otherChemCAS Indazoles
dc.subject.otherChemCAS Oxazines
dc.subject.otherChemCAS Pyrazoles
dc.subject.otherChemCAS Pyridines
dc.subject.otherChemCAS Quinolines
dc.subject.otherIndex 1,3 dioxolane derivative
dc.subject.otherIndex aldehyde
dc.subject.otherIndex benzene derivative
dc.subject.otherIndex benzothiazole derivative
dc.subject.otherIndex fused heterocyclic rings
dc.subject.otherIndex indazole derivative
dc.subject.otherIndex oxazine derivative
dc.subject.otherIndex pyrazole derivative
dc.subject.otherIndex pyridine derivative
dc.subject.otherIndex quinoline derivative
dc.subject.otherIndex article
dc.subject.otherIndex chemical structure
dc.subject.otherIndex chemistry
dc.subject.otherIndex combinatorial chemistry
dc.subject.otherIndex cyclization
dc.subject.otherIndex synthesis
dc.subject.otherIndex Aldehydes
dc.subject.otherIndex Benzene Derivatives
dc.subject.otherIndex Benzothiazoles
dc.subject.otherIndex Combinatorial Chemistry Techniques
dc.subject.otherIndex Cyclization
dc.subject.otherIndex Dioxoles
dc.subject.otherIndex Heterocyclic Compounds with 4 or More Rings
dc.subject.otherIndex Indazoles
dc.subject.otherIndex Molecular Structure
dc.subject.otherIndex Oxazines
dc.subject.otherIndex Pyrazoles
dc.subject.otherIndex Pyridines
dc.subject.otherIndex Quinolines
dc.subject.otherKeywordPlus DERIVATIVES
dc.subject.otherKeywordPlus PYRAZOLOPYRIDINES
dc.subject.otherKeywordPlus INHIBITORS
dc.subject.otherKeywordPlus AGENTS
dc.subject.otherWOS Chemistry, Organic


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