Efficient syntheses of the unknown quinolino[2,3- c ]cinnolines; Synthesis of neocryptolepines

Haddadin M.J.; Zerdan R.M.B.; Kurth M.J.; Fettinger J.C.

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dc.contributor.author	Haddadin M.J.
dc.contributor.author	Zerdan R.M.B.
dc.contributor.author	Kurth M.J.
dc.contributor.author	Fettinger J.C.
dc.contributor.editor
dc.date	2010
dc.date.accessioned	2017-10-03T15:45:22Z
dc.date.available	2017-10-03T15:45:22Z
dc.date.issued	2010
dc.identifier	10.1021/ol102376a
dc.identifier.isbn
dc.identifier.issn	15237060
dc.identifier.uri	http://hdl.handle.net/10938/12615
dc.description.abstract	A facile, efficient, three-step protocol for the synthesis of the unknown quinolino[2,3-c]cinnoline 5 is introduced. In addition, a new approach for the preparation of the biologically active neocryptolepines 8 in good overall yields is described. © 2010 American Chemical Society.
dc.format.extent
dc.format.extent	Pages: (5502-5505)
dc.language	English
dc.publisher	WASHINGTON
dc.relation.ispartof	Publication Name: Organic Letters; Publication Year: 2010; Volume: 12; no. 23; Pages: (5502-5505);
dc.relation.ispartofseries
dc.relation.uri
dc.source	Scopus
dc.subject.other
dc.title	Efficient syntheses of the unknown quinolino[2,3- c ]cinnolines; Synthesis of neocryptolepines
dc.type	Article
dc.contributor.affiliation	Haddadin, M.J., Department of Chemistry, American University of Beirut, Beirut, Lebanon
dc.contributor.affiliation	Zerdan, R.M.B., 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 95616-5295, United States
dc.contributor.affiliation	Fettinger, J.C., Department of Chemistry, University of California, One Shields Avenue, Davis, CA 95616-5295, United States
dc.contributor.authorAddress	Haddadin, M. J.; Department of Chemistry, American University of Beirut, Beirut, Lebanon
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	haddadin@aub.edu.lb; kurth@chem.ucdavis.edu
dc.contributor.faculty	Faculty of Arts and Sciences
dc.contributor.authorInitials	Haddadin, MJ
dc.contributor.authorInitials	Zerdan, RMB
dc.contributor.authorInitials	Kurth, MJ
dc.contributor.authorInitials	Fettinger, JC
dc.contributor.authorOrcidID
dc.contributor.authorReprintAddress	Haddadin, MJ (reprint author), Amer Univ Beirut, Dept Chem, Beirut, Lebanon.
dc.contributor.authorResearcherID
dc.contributor.authorUniversity	American University of Beirut
dc.description.cited	Altun Y, 2004, J SOLUTION CHEM, V33, P479, DOI 10.1023-B:JOSL.0000037772.55748.a3; ARSHAD A, 1980, J CHEM RES S, P208; BALASUBRAMANIAN M, 1996, DD, V5, P245; BERGSTROM FW, 1944, CHEM REV, P153; Bjorsvik HR, 2005, J ORG CHEM, V70, P3218, DOI 10.1021-jo047919b; BOGER DL, 1984, J ORG CHEM, V49, P4405, DOI 10.1021-jo00197a015; Deb I, 2009, BIOORGAN MED CHEM, V17, P5782, DOI 10.1016-j.bmc.2009.07.024; El Sayed I, 2009, J MED CHEM, V52, P2979, DOI 10.1021-jm801490z; Engqvist R, 2004, ORG PREP PROCED INT, V36, P386; Farhadi S, 2007, ACTA CHIM SLOV, V54, P647; [Guo Wei 郭维], 2004, [合成化学, Chinese Journal of Synthetic Chemistry], V12, P12; Ho TL, 2002, HELV CHIM ACTA, V85, P3823, DOI 10.1002-1522-2675(200211)85:113823::AID-HLCA38233.0.CO;2-S; Jonckers THM, 2002, J MED CHEM, V45, P3497, DOI 10.1021-jm011102i; Kakadiya R, 2010, BIOORGAN MED CHEM, V18, P2285, DOI 10.1016-j.bmc.2010.01.061; KALJURAND, 2005, A J ORG CHEM, V70, P1019; Kouznetsov VV, 2005, CURR ORG CHEM, V9, P141, DOI 10.2174-1385272053369196; Larsen R.-D., 2005, SCI SYNTHESIS, V15, P389; Lavrado J, 2010, CURR MED CHEM, V17, P2348; MANSKE RHF, 1953, ORG REACTIONS, V7, P59; Molina P, 1997, J NAT PRODUCTS, V60, P747; Schmittel M, 1998, ANGEW CHEM INT EDIT, V37, P2371, DOI 10.1002-(SICI)1521-3773(19980918)37:172371::AID-ANIE23713.3.CO;2-E; SCOBIE M, 1994, J CHEM SOC CHEM COMM, P2451, DOI 10.1039-c39940002451; SCOBIE M, 1993, J CHEM SOC CHEM COMM, P1756, DOI 10.1039-c39930001756; Shepherd T., 1987, J CHEM SOC P1, P507; SHEPHERD T, 1987, J CHEM SOC P1, P495; SHEPHERD T, 1987, J CHEM SOC PERK T 1, P501, DOI 10.1039-p19870000501; Teng C, 2009, ORG LETT, V11, P5542, DOI 10.1021-ol9022936; UPADHAYAYA B, 2009, J BIOORG MED CHEM, V17, P4681; Van Miert S., 2005, ACTA HORTIC, V677, P91
dc.description.citedCount	13
dc.description.citedTotWOSCount	15
dc.description.citedWOSCount	13
dc.format.extentCount	4
dc.identifier.articleNo
dc.identifier.coden
dc.identifier.pubmedID	21067220
dc.identifier.scopusID	78650413350
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	23
dc.relation.ispartOfPart
dc.relation.ispartofPubTitle	Organic Letters
dc.relation.ispartofPubTitleAbbr	Org. Lett.
dc.relation.ispartOfSpecialIssue
dc.relation.ispartOfSuppl
dc.relation.ispartOfVolume	12
dc.source.ID	WOS:000284555600037
dc.type.publication	Journal
dc.subject.otherAuthKeyword
dc.subject.otherChemCAS	cinnoline, 253-66-7
dc.subject.otherChemCAS	quinoline, 91-22-5
dc.subject.otherChemCAS	Alkaloids
dc.subject.otherChemCAS	Heterocyclic Compounds, 2-Ring
dc.subject.otherChemCAS	Quinolines
dc.subject.otherChemCAS	cinnoline
dc.subject.otherChemCAS	neocryptolepine
dc.subject.otherChemCAS	quinoline, 91-22-5
dc.subject.otherIndex	alkaloid
dc.subject.otherIndex	cinnoline
dc.subject.otherIndex	fused heterocyclic rings
dc.subject.otherIndex	neocryptolepine
dc.subject.otherIndex	quinoline
dc.subject.otherIndex	quinoline derivative
dc.subject.otherIndex	article
dc.subject.otherIndex	chemical structure
dc.subject.otherIndex	chemistry
dc.subject.otherIndex	oxidation reduction reaction
dc.subject.otherIndex	synthesis
dc.subject.otherIndex	X ray crystallography
dc.subject.otherIndex	Alkaloids
dc.subject.otherIndex	Crystallography, X-Ray
dc.subject.otherIndex	Heterocyclic Compounds, 2-Ring
dc.subject.otherIndex	Models, Molecular
dc.subject.otherIndex	Molecular Structure
dc.subject.otherIndex	Oxidation-Reduction
dc.subject.otherIndex	Quinolines
dc.subject.otherKeywordPlus	DERIVATIVES
dc.subject.otherKeywordPlus	ANILINES
dc.subject.otherWOS	Chemistry, Organic

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