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N,N-bond-forming heterocyclization: Synthesis of 3-alkoxy-2H-indazoles

Show simple item record Mills A.D. Nazer M.Z. Haddadin M.J. Kurth M.J.
dc.contributor.editor 2006 2017-10-03T15:45:35Z 2017-10-03T15:45:35Z 2006
dc.identifier 10.1021/jo0524831
dc.identifier.issn 00223263
dc.description.abstract A one-step heterocyclization of o-nitrobenzylamines to 3-alkoxy-2H- indazoles is reported. The electronic nature of the nitrophenyl group, the steric and electronic nature of the R1-functionalized benzylic amine, and the nature of the alcoholic solvent affect the efficiency of this heterocyclization reaction (∼40-90percent). © 2006 American Chemical Society.
dc.format.extent Pages: (2687-2689)
dc.language English
dc.publisher WASHINGTON
dc.relation.ispartof Publication Name: Journal of Organic Chemistry; Publication Year: 2006; Volume: 71; no. 7; Pages: (2687-2689);
dc.source Scopus
dc.title N,N-bond-forming heterocyclization: Synthesis of 3-alkoxy-2H-indazoles
dc.type Article
dc.contributor.affiliation Mills, A.D., Department of Chemistry, University of California, One Shields Avenue, Davis, CA 95616, United States
dc.contributor.affiliation Nazer, M.Z., Chemistry Department, Faculty of Science, University of Jordan, Amman, Jordan
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:
dc.contributor.authorCorporate University: American University of Beirut; Faculty: Faculty of Arts and Sciences; Department: Chemistry;
dc.contributor.authorDepartment Chemistry
dc.contributor.faculty Faculty of Arts and Sciences
dc.contributor.authorInitials Mills, AD
dc.contributor.authorInitials Nazer, MZ
dc.contributor.authorInitials Haddadin, MJ
dc.contributor.authorInitials Kurth, MJ
dc.contributor.authorReprintAddress Kurth, MJ (reprint author), Univ Calif Davis, Dept Chem, 1 Shields Ave, Davis, CA 95616 USA.
dc.contributor.authorUniversity American University of Beirut
dc.description.cited ARDAKANI M, 1983, J CHEM SOC P1, V10, P2501; Boduszek B, 1997, TETRAHEDRON, V53, P11399, DOI 10.1016-S0040-4020(97)00721-7; BOYER JH, 1986, J CHEM RES SYNOP, V11, P416; Busch V., 1895, J PRAKT CHEM, V2, P404; Butler MS, 2004, J NAT PROD, V67, P2141, DOI 10.1021-np040106y; Campi EM, 1995, AUST J CHEM, V48, P2023, DOI 10.1071-CH9952023; Chen LJ, 1998, TETRAHEDRON LETT, V39, P5351, DOI 10.1016-S0040-4039(98)01068-5; Frontana-Uribe BA, 1999, ACTA CHEM SCAND, V53, P814, DOI 10.3891-acta.chem.scand.53-0814; Frontana-Uribe BA, 1998, TETRAHEDRON, V54, P3197, DOI 10.1016-S0040-4020(98)00058-1; Grimmet M. R., 1997, COMPREHENSIVE ORGANI, V4, P357; HASSNER A, 1994, J HETEROCYCLIC CHEM, V31, P687; JOHNSTON D, 1987, J CHEM SOC P1, V3, P495; KIENZLE F, 1982, EUR J MED CHEM, V17, P547; Kurth MJ, 2005, J ORG CHEM, V70, P1060, DOI 10.1021-jo048153i; Lam PYS, 1998, TETRAHEDRON LETT, V39, P2941, DOI 10.1016-S0040-4039(98)00504-8; MANOUCHEHR AA, 1979, SYNTHESIS-STUTTGART, V4, P308; Paal C., 1891, CHEM BER, V24, P959; Paal C., 1890, CHEM BER, V23, P2640; Padwa A., 1994, PROG HETEROCYCL CHEM, V6, P36; Song JJ, 2000, ORG LETT, V2, P519, DOI 10.1021-ol990409x; Stadlbauer W., 2002, SCI SYNTH, V12, P227; Zhang JF, 2001, TETRAHEDRON LETT, V42, P8405, DOI 10.1016-S0040-4039(01)01842-1
dc.description.citedCount 30
dc.description.citedTotWOSCount 31
dc.description.citedWOSCount 31
dc.format.extentCount 3
dc.identifier.coden JOCEA
dc.identifier.pubmedID 16555821
dc.identifier.scopusID 33645529315
dc.publisher.address 1155 16TH ST, NW, WASHINGTON, DC 20036 USA
dc.relation.ispartOfISOAbbr J. Org. Chem.
dc.relation.ispartOfIssue 7
dc.relation.ispartofPubTitle Journal of Organic Chemistry
dc.relation.ispartofPubTitleAbbr J. Org. Chem.
dc.relation.ispartOfVolume 71
dc.source.ID WOS:000236652200018
dc.type.publication Journal
dc.subject.otherChemCAS Indazoles
dc.subject.otherIndex Heterocyclization reaction
dc.subject.otherIndex Indazoles
dc.subject.otherIndex Alcohols
dc.subject.otherIndex Amines
dc.subject.otherIndex Chemical bonds
dc.subject.otherIndex Chemical reactions
dc.subject.otherIndex Organic compounds
dc.subject.otherIndex Solvents
dc.subject.otherIndex Nitrogen compounds
dc.subject.otherIndex aromatic amine
dc.subject.otherIndex benzoic acid derivative
dc.subject.otherIndex indazole derivative
dc.subject.otherIndex o nitrobenzylamine
dc.subject.otherIndex solvent
dc.subject.otherIndex unclassified drug
dc.subject.otherIndex alkylation
dc.subject.otherIndex article
dc.subject.otherIndex arylation
dc.subject.otherIndex chemical bond
dc.subject.otherIndex chemical structure
dc.subject.otherIndex cyclization
dc.subject.otherIndex dielectric constant
dc.subject.otherIndex miscibility
dc.subject.otherIndex reaction analysis
dc.subject.otherIndex solubility
dc.subject.otherIndex synthesis
dc.subject.otherIndex viscosity
dc.subject.otherIndex Cyclization
dc.subject.otherIndex Indazoles
dc.subject.otherIndex Molecular Structure
dc.subject.otherIndex Stereoisomerism
dc.subject.otherKeywordPlus DERIVATIVES
dc.subject.otherKeywordPlus INDAZOLES
dc.subject.otherWOS Chemistry, Organic

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