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 |
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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 |