AUB ScholarWorks

Facile preparation of the tosylhydrazone derivatives of a series of racemic trans-3,4-substituted cyclopentanones

Show simple item record Bouhadir K.H. Aleiwe B.A. Fares F.A.
dc.contributor.editor 2012 2017-10-03T15:45:28Z 2017-10-03T15:45:28Z 2012
dc.identifier 10.3390/molecules17010001
dc.identifier.issn 14203049
dc.description.abstract We report the synthesis and characterization of a variety of trans-3,4-substituted cyclopentanones and the corresponding tosylhydrazone derivatives starting with diethyl fumarate. Protection of the keto group followed by selective monohydrolysis of esters was achieved, resulting in cyclopentanones with different substituents at positions 3 and 4. The tosylhydrazone derivative of each cyclopentanone intermediate was prepared in moderate to good yields. These compounds are potential precursors for functionalized methanofullerenes. © 2012 by the authors.
dc.format.extent Pages: (1-14)
dc.language English
dc.publisher BASEL
dc.relation.ispartof Publication Name: Molecules; Publication Year: 2012; Volume: 17; no. 1; Pages: (1-14);
dc.source Scopus
dc.title Facile preparation of the tosylhydrazone derivatives of a series of racemic trans-3,4-substituted cyclopentanones
dc.type Article
dc.contributor.affiliation Bouhadir, K.H., Department of Chemistry, American University of Beirut, Beirut 11-0236, Lebanon
dc.contributor.affiliation Aleiwe, B.A., Department of Chemistry, American University of Beirut, Beirut 11-0236, Lebanon
dc.contributor.affiliation Fares, F.A., Department of Chemistry, American University of Beirut, Beirut 11-0236, Lebanon, Department of Chemistry, Lebanese University, Hadath 6573-14, Lebanon
dc.contributor.authorAddress Bouhadir, K.H.; Department of Chemistry, American University of Beirut, Beirut 11-0236, Lebanon; 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 Bouhadir, KH
dc.contributor.authorInitials Abou Aleiwe, B
dc.contributor.authorInitials Fares, FA
dc.contributor.authorReprintAddress Bouhadir, KH (reprint author), Amer Univ Beirut, Dept Chem, Beirut 110236, Lebanon.
dc.contributor.authorUniversity American University of Beirut
dc.description.cited An YZ, 1996, TETRAHEDRON, V52, P5179, DOI 10.1016-0040-4020(96)00123-8; Auwers K, 1893, BER DTSCH CHEM GES, V26, P364, DOI 10.1002-cber.18930260179; Auwers K., 1894, BER DTSCH CHEM GES, V27, P1114, DOI 10.1002-cber.189402701229; Braun M, 2000, CARBON, V38, P1565, DOI 10.1016-S0008-6223(99)00288-2; Dahlgren A, 2002, BIOORGAN MED CHEM, V10, P1567, DOI 10.1016-S0968-0896(01)00426-6; DIEDERICH F, 1994, CHEM SOC REV, V23, P243, DOI 10.1039-cs9942300243; FRIEDMAN SH, 1993, J AM CHEM SOC, V115, P6506, DOI 10.1021-ja00068a005; Giuliano R., 1961, ANN CHIM, V51, P491; HUET F, 1978, SYNTHESIS-STUTTGART, P63; Ishida T, 1996, TETRAHEDRON, V52, P5103, DOI 10.1016-0040-4020(96)00117-2; Kotelnikova RA, 2003, J NANOPART RES, V5, P561, DOI 10.1023-B:NAN0.0000006070.61144.93; Kotelnikova RA, 1996, FEBS LETT, V389, P111, DOI 10.1016-0014-5793(96)00537-6; Li ZZ, 1996, TETRAHEDRON LETT, V37, P4651, DOI 10.1016-0040-4039(96)00917-3; Marchesan S, 2005, BIOORG MED CHEM LETT, V15, P3615, DOI 10.1016-j.bmcl.2005.05.069; Mroz P, 2007, PHOTOCH PHOTOBIO SCI, V6, P1139, DOI 10.1039-b711141j; Niwayama S, 2000, J ORG CHEM, V65, P5834, DOI 10.1021-jo0001986; Oda O., 1975, TETRAHEDRON LETT, V16, P3709, DOI 10.1016-S0040-4039(00)91315-7; ROSENQUIST A, 1992, ACTA CHEM SCAND, V46, P1127, DOI 10.3891-acta.chem.scand.46-1127; Sample T.E., 1970, ORG SYNTH, V50, P43; SIJBESMA R, 1993, J AM CHEM SOC, V115, P6510, DOI 10.1021-ja00068a006; TAYLOR R, 1993, NATURE, V363, P685, DOI 10.1038-363685a0
dc.description.citedCount 1
dc.description.citedTotWOSCount 1
dc.description.citedWOSCount 1
dc.format.extentCount 14
dc.identifier.coden MOLEF
dc.identifier.pubmedID 22193210
dc.identifier.scopusID 84856168011
dc.publisher.address POSTFACH, CH-4005 BASEL, SWITZERLAND
dc.relation.ispartOfISOAbbr Molecules
dc.relation.ispartOfIssue 1
dc.relation.ispartofPubTitle Molecules
dc.relation.ispartofPubTitleAbbr Molecules
dc.relation.ispartOfVolume 17
dc.source.ID WOS:000299535700001
dc.type.publication Journal
dc.subject.otherAuthKeyword Cyclopentanone
dc.subject.otherAuthKeyword Ethylene ketal
dc.subject.otherAuthKeyword Monohydrolysis
dc.subject.otherAuthKeyword Tosyl hydrazone
dc.subject.otherChemCAS cyclopentanone, 120-92-3
dc.subject.otherChemCAS fumaric acid diethyl ester, 623-91-6
dc.subject.otherChemCAS Cyclopentanes
dc.subject.otherChemCAS Fumarates
dc.subject.otherChemCAS cyclopentanone, 120-92-3
dc.subject.otherChemCAS diethyl fumarate, 623-91-6
dc.subject.otherIndex cyclopentane derivative
dc.subject.otherIndex cyclopentanone
dc.subject.otherIndex fumaric acid derivative
dc.subject.otherIndex fumaric acid diethyl ester
dc.subject.otherIndex article
dc.subject.otherIndex chemistry
dc.subject.otherIndex hydrolysis
dc.subject.otherIndex synthesis
dc.subject.otherIndex Cyclopentanes
dc.subject.otherIndex Fumarates
dc.subject.otherIndex Hydrolysis
dc.subject.otherKeywordPlus FULLERENE DERIVATIVES
dc.subject.otherKeywordPlus C-60
dc.subject.otherKeywordPlus INHIBITION
dc.subject.otherKeywordPlus ACID
dc.subject.otherWOS Chemistry, Organic

Files in this item

Files Size Format View

There are no files associated with this item.

This item appears in the following Collection(s)

Show simple item record

Search AUB ScholarWorks


My Account