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Modern methods for the sythesis of substituted naphthalenes

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dc.contributor.author De Koning, CB en_US
dc.contributor.author Rousseau, AL en_US
dc.contributor.author Van Otterlo, WAL en_US
dc.date.accessioned 2007-01-12T13:11:58Z en_US
dc.date.accessioned 2007-06-07T10:02:26Z
dc.date.available 2007-01-12T13:11:58Z en_US
dc.date.available 2007-06-07T10:02:26Z
dc.date.copyright en_US
dc.date.issued 2003-01-01 en_US
dc.identifier.citation De Koning, CB, Rousseau, AL and Van Otterlo, WAL. 2003. Modern methods for the sythesis of substituted naphthalenes. Tethrahedron, vol 59(1), pp 7-36 en_US
dc.identifier.issn 0040-4020 en_US
dc.identifier.uri http://hdl.handle.net/10204/1404 en_US
dc.identifier.uri http://hdl.handle.net/10204/1404
dc.description.abstract The importance of naphthalenes and naphthoquinones as bioactive agents and in structural and synthetic chemistry is discussed. How the synthetic chemist gains access to such compounds forms the subject of this review. The synthesis of polysubstituted naphthalenes is often not simple by conventional electrophilic aromatic substitution owing to the important problem of regio chemical control. The current general de novo approaches to naphthalenes attempt to circumvent this problem, and include rearrangements and condensations in which the substitution pattern of the aromatic product is determined by the structure of the starting materials. This review, without attempting to be totally comprehensive, serves to illustrate the applications of these general methods and the variation thereof. The authors have also chosen to illustrate with representative examples mainly those methods that show the conversion of single ring benzene precursors into naphthalenes. Routes in which a pre-existing naphthalene core is modified are specifically excluded. Most of the material in this review covers the period from 1999 to the end of 2001, although common traditional methods for the synthesis of substituted naphthalenes will also be mentioned. Where deemed appropriate, some extensions to polycyclic aromatic compounds will also be included. While there is no general review on the synthesis of naphthalenes and naphthols, there are reviews on some aspects of the material covered in this review, which will be mentioned in the appropriate sections. Some partially related reviews covering benzannulation reactions have also recently been published. en_US
dc.format.extent 2270878 bytes en_US
dc.format.mimetype application/pdf en_US
dc.language.iso en en_US
dc.publisher Pergamon-Elsevier Science Ltd en_US
dc.rights Copyright: 2003 Pergamon-Elsevier Science Ltd en_US
dc.source en_US
dc.subject Naphthalenes en_US
dc.subject Diels-Alder reactions en_US
dc.subject Phthalide annulations en_US
dc.subject Transition metal-mediated cyclizations en_US
dc.subject Oicid catalysis en_US
dc.subject Phosphorus ylides en_US
dc.subject Anionic ring annulations en_US
dc.subject Photochemically-mediated reactions en_US
dc.subject Acid-catalysed intramolecular cyclizations en_US
dc.subject Lewis acid-catalysed intramolecular cyclizations en_US
dc.title Modern methods for the sythesis of substituted naphthalenes en_US
dc.type Article en_US
dc.identifier.apacitation De Koning, C., Rousseau, A., & Van Otterlo, W. (2003). Modern methods for the sythesis of substituted naphthalenes. http://hdl.handle.net/10204/1404 en_ZA
dc.identifier.chicagocitation De Koning, CB, AL Rousseau, and WAL Van Otterlo "Modern methods for the sythesis of substituted naphthalenes." (2003) http://hdl.handle.net/10204/1404 en_ZA
dc.identifier.vancouvercitation De Koning C, Rousseau A, Van Otterlo W. Modern methods for the sythesis of substituted naphthalenes. 2003; http://hdl.handle.net/10204/1404. en_ZA
dc.identifier.ris TY - Article AU - De Koning, CB AU - Rousseau, AL AU - Van Otterlo, WAL AB - The importance of naphthalenes and naphthoquinones as bioactive agents and in structural and synthetic chemistry is discussed. How the synthetic chemist gains access to such compounds forms the subject of this review. The synthesis of polysubstituted naphthalenes is often not simple by conventional electrophilic aromatic substitution owing to the important problem of regio chemical control. The current general de novo approaches to naphthalenes attempt to circumvent this problem, and include rearrangements and condensations in which the substitution pattern of the aromatic product is determined by the structure of the starting materials. This review, without attempting to be totally comprehensive, serves to illustrate the applications of these general methods and the variation thereof. The authors have also chosen to illustrate with representative examples mainly those methods that show the conversion of single ring benzene precursors into naphthalenes. Routes in which a pre-existing naphthalene core is modified are specifically excluded. Most of the material in this review covers the period from 1999 to the end of 2001, although common traditional methods for the synthesis of substituted naphthalenes will also be mentioned. Where deemed appropriate, some extensions to polycyclic aromatic compounds will also be included. While there is no general review on the synthesis of naphthalenes and naphthols, there are reviews on some aspects of the material covered in this review, which will be mentioned in the appropriate sections. Some partially related reviews covering benzannulation reactions have also recently been published. DA - 2003-01-01 DB - ResearchSpace DP - CSIR KW - Naphthalenes KW - Diels-Alder reactions KW - Phthalide annulations KW - Transition metal-mediated cyclizations KW - Oicid catalysis KW - Phosphorus ylides KW - Anionic ring annulations KW - Photochemically-mediated reactions KW - Acid-catalysed intramolecular cyclizations KW - Lewis acid-catalysed intramolecular cyclizations LK - https://researchspace.csir.co.za PY - 2003 SM - 0040-4020 T1 - Modern methods for the sythesis of substituted naphthalenes TI - Modern methods for the sythesis of substituted naphthalenes UR - http://hdl.handle.net/10204/1404 ER - en_ZA


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