2 Topics in Heterocyclic Chemistry SeriesEditor:R.R.Gupta EditorialBoard: D.Enders·S.V.Ley·G.Mehta·A.I.Meyers K.C.Nicolaou·R.Noyori·L.E.Overman·A.Padwa TopicsinHeterocyclicChemistry RecentlyPublishedandForthcoming Volumes BioactiveHeterocyclesI QSARandMolecularModelingStudies VolumeEditor:S.Eguchi inHeterocyclicDrugsI Volume6,2006 VolumeEditor:S.P.Gupta Volume3,2006 MarineNaturalProducts VolumeEditor:H.Kiyota HeterocyclicAntitumorAntibiotics Volume5,2006 VolumeEditor:M.Lee Volume2,2006 QSARandMolecularModelingStudies inHeterocyclicDrugsII Microwave-AssistedSynthesisofHeterocycles VolumeEditor:S.P.Gupta VolumeEditors:E.VanderEycken,C.O.Kappe Volume4,2006 Volume1,2006 Heterocyclic Antitumor Antibiotics Volume Editor: Moses Lee Withcontributionsby D.P.Arya·T.Brown·M.Daneshtalab·J.T.Gupton H.HoltJr.·R.P.KamaleshBabu·M.Lee·B.E.Love S.N.Maiti·R.Shan 123 TheseriesTopicsinHeterocyclicChemistrypresentscriticalreviewson“HeterocyclicCompounds” withintopic-relatedvolumesdealingwithallaspectssuchassynthesis,reactionmechanisms,structure complexity,properties,reactivity,stability,fundamentalandtheoreticalstudies,biology,biomedical studies,pharmacologicalaspects,applicationsinmaterialsciencesetc.Metabolismwillbealsoincluded whichwillprovideinformationusefulindesigningpharmacologicallyactiveagents.Pathwaysinvolving destructionofheterocyclicringswillalsobedealtwithsothatsynthesisofspecificallyfunctionalized non-heterocyclicmoleculescanbedesigned. Theoverallscopeistocovertopicsdealingwithmostoftheareasofcurrenttrendsinheterocyclic chemistrywhichwillsuittoalargerheterocycliccommunity. Asarulecontributionsarespeciallycommissioned.Theeditorsandpublisherswill,however,always bepleasedtoreceivesuggestionsandsupplementaryinformation.PapersareacceptedforTopicsin HeterocyclicChemistryinEnglish. In references Topics in HeterocyclicChemistry is abbreviated Top HeterocyclChemandis cited as ajournal. SpringerWWWhomepage:springer.com VisittheTHCcontentatspringerlink.com LibraryofCongressControlNumber:2006922798 ISSN1861-9282 ISBN-103-540-30982-9SpringerBerlinHeidelbergNewYork ISBN-13978-3-540-30982-6SpringerBerlinHeidelbergNewYork DOI10.1007/11413073 Thisworkissubjecttocopyright.Allrightsarereserved,whetherthewholeorpartofthematerial isconcerned,specificallytherightsoftranslation,reprinting,reuseofillustrations,recitation,broad- casting,reproductiononmicrofilmorinanyotherway,andstorageindatabanks.Duplicationof thispublicationorpartsthereofispermittedonlyundertheprovisionsoftheGermanCopyrightLaw ofSeptember9,1965,initscurrentversion,andpermissionforusemustalwaysbeobtainedfrom Springer.ViolationsareliableforprosecutionundertheGermanCopyrightLaw. SpringerisapartofSpringerScience+BusinessMedia springer.com (cid:1)c Springer-VerlagBerlinHeidelberg2006 PrintedinGermany Theuseofregisterednames,trademarks,etc.inthispublicationdoesnotimply,evenintheabsence ofaspecificstatement,thatsuchnamesareexemptfromtherelevantprotectivelawsandregulations andthereforefreeforgeneraluse. Coverdesign:Design&ProductionGmbH,Heidelberg TypesettingandProduction:LE-TEXJelonek,Schmidt&VöcklerGbR,Leipzig Printedonacid-freepaper 02/3100YL–543210 SeriesEditor Prof.R.R.Gupta 10A,VasundharaColony LaneNo.1,TonkRoad Jaipur-302018,India [email protected] VolumeEditor Prof.Dr.MosesLee DeanofNaturalSciencesandProfessorofChemistry ChemistryDepartment HopeCollege ScienceCenterRm.2000 35E.12thSt.,Holland MJ49422-9000,USA [email protected] EditorialBoard Prof.D.Enders Prof.A.I.Meyers RWTHAachen EmeritusDistinguishedProfessorof InstitutfürOrganischeChemie DepartmentofChemistry D-52074,Aachen,Germany ColoradoStateUniversity [email protected] FortCollins,CO80523-1872,USA [email protected] Prof.StevenV.LeyFRS Prof.K.C.Nicolaou BP1702Professor andHeadofOrganicChemistry Chairman UniversityofCambridge DepartmentofChemistry DepartmentofChemistry TheScrippsResearchInstitute LensfieldRoad 10550N.TorreyPinesRd. Cambridge,CB21EW,UK LaJolla,California92037,USA [email protected] [email protected] and Prof.G.MehtaFRS ProfessorofChemistry DepartmentofChemistryandBiochemistry Director UniversityofCalifornia DepartmentofOrganicChemistry SanDiego,9500GilmanDrive IndianInstituteofScience LaJolla,California92093,USA Bangalore-560012,India [email protected] VI EditorialBoard Prof.RyojiNoyoriNL Prof.LarryE.Overman President DistinguishedProfessor RIKEN(TheInstituteofPhysicalandChem- DepartmentofChemistry icalResearch) 516RowlandHall 2-1Hirosawa,Wako UniversityofCalifornia,Irvine Saitama351-0198,Japan Irvine,CA92697-2025 and [email protected] UniversityProfessor DepartmentofChemistry Prof.AlbertPadwa NagoyaUniversity WilliamP.TimmieProfessorofChemistry Chikusa,Nagoya464-8602,Japan DepartmentofChemistry [email protected] EmoryUniversity Atlanta,GA30322,USA [email protected] TopicsinHeterocyclicChemistry AlsoAvailableElectronically ForallcustomerswhohaveastandingordertoTopicsinHeterocyclicChem- istry, we offer the electronic version via SpringerLink free of charge. Please contact your librarian who can receive a password or free access to the full articlesbyregisteringat: springerlink.com Ifyoudonothaveasubscription,youcanstillviewthetablesofcontentsofthe volumesandtheabstractofeacharticlebygoingtotheSpringerLinkHome- page,clickingon“BrowsebyOnlineLibraries”,then“ChemicalSciences”,and finallychooseTopicsinHeterocyclicChemistry. Youwillfindinformationaboutthe – EditorialBoard – AimsandScope – InstructionsforAuthors – SampleContribution atspringer.comusingthesearchfunction. PrefacetotheSeries TopicsinHeterocyclicChemistrypresentscriticalaccountsofheterocycliccom- pounds(cycliccompoundscontainingatleastoneheteroatomotherthancar- boninthering) ranging fromthreemembers tosupramolecules. Morethan 50%ofbillionsofcompoundslistedinChemicalAbstractsareheterocycliccom- pounds.Thebranchofchemistrydealingwiththeseheterocycliccompounds iscalledheterocyclicchemistry,whichisthelargestbranchofchemistryand as such the chemical literature appearing every year as research papers and reviewarticlesisvastandcannotbecoveredinasinglevolume. Thisseriesinheterocyclicchemistryisbeingintroducedtocollectivelymake availablecriticallyandcomprehensively reviewedliteraturescatteredinvari- ousjournalsaspapersandreviewarticles.Allsortsofheterocycliccompounds originatingfromsynthesis,naturalproducts,marineproducts,insects,etc.will be covered. Several heterocyclic compounds play a significant role in main- taininglife.Bloodconstituenthemoglobinandpurinesaswellaspyrimidines, are constituents of nucleic acid (DNA and RNA) are also heterocyclic com- pounds. Several amino acids, carbohydrates, vitamins, alkaloids, antibiotics, etc. are also heterocyclic compounds that are essential for life. Heterocyclic compoundsarewidelyusedinclinicalpracticeasdrugs,butallapplicationsof heterocyclicmedicinescannotbediscussedindetail.Inadditiontosuchappli- cations,heterocycliccompoundsalsofindseveralapplicationsintheplastics industry,inphotographyassensitizersanddevelopers,andindyeindustryas dyes,etc. Each volume will be thematic, dealing with a specific and related subject that willcover fundamental, basic aspects including synthesis, isolation, pu- rification,physicalandchemicalproperties,stabilityandreactivity,reactions involvingmechanisms,intra-andintermoleculartransformations,intra-and intermolecular rearrangements, applications as medicinal agents, biological andbiomedicalstudies,pharmacologicalaspects,applicationsinmaterialsci- ence,andindustrialandstructuralapplications. The synthesis of heterocyclic compounds using transition metals and us- ingheterocycliccompoundsasintermediatesinthesynthesisofotherorganic compoundswillbeanadditionalfeatureofeachvolume.Pathwaysinvolvingthe destructionofheterocyclicringswillalsobedealtwithsothatthesynthesisof specificallyfunctionalizednon-heterocyclicmoleculescanbedesigned.Each
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