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Metathesis reactions for the synthesis of ring-fused carbazoles

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dc.contributor.author Pelly, SC en_US
dc.contributor.author Parkinson, CJ en_US
dc.contributor.author Van Otterlo, WAL en_US
dc.contributor.author De Koning, CB en_US
dc.date.accessioned 2007-03-26T09:43:46Z en_US
dc.date.accessioned 2007-06-07T10:06:09Z
dc.date.available 2007-03-26T09:43:46Z en_US
dc.date.available 2007-06-07T10:06:09Z
dc.date.copyright en_US
dc.date.issued 2005-12-09 en_US
dc.identifier.citation Pelly, SC, et al. 2005. Metathesis reactions for the synthesis of ring-fused carbazoles. Journal of Organic Chemistry, vol. 70(25), pp 10474-10481 en_US
dc.identifier.issn 0022-3263 en_US
dc.identifier.uri http://hdl.handle.net/10204/2040 en_US
dc.identifier.uri http://hdl.handle.net/10204/2040
dc.description.abstract The metathesis reaction is used as a key step for the synthesis of the indolo [2,3-a] carbazole core of rebeccamycin 13 and the sulfur analog of furostifoline 21. Using the same methodology for the attempted synthesis of furostifoline, the authors unexpectedly formed tert-butyl-2a-methyl-1,2,2a,10c-tetrahydro-6H-cyclobuta[c]furo[3,2-a]carbazole-6-carboxylate 26 from the unstable diene, tert-butyl 2-(2-isopropenyl-3-furyl)-3-vinyl-1H-indole-1-carboxylate 25, presumably via a spontaneous pi(8) electrocyclization reaction. en_US
dc.format.extent 175486 bytes en_US
dc.format.mimetype application/pdf en_US
dc.language.iso en en_US
dc.publisher American Chemical Society en_US
dc.rights Copyright: 2005 American Chemical Society en_US
dc.source en_US
dc.subject Metathesis reactions en_US
dc.subject Carbazoles en_US
dc.subject Furostifoline synthesis en_US
dc.subject Tert butyl methyl en_US
dc.subject Organic chemistry en_US
dc.title Metathesis reactions for the synthesis of ring-fused carbazoles en_US
dc.type Article en_US
dc.identifier.apacitation Pelly, S., Parkinson, C., Van Otterlo, W., & De Koning, C. (2005). Metathesis reactions for the synthesis of ring-fused carbazoles. http://hdl.handle.net/10204/2040 en_ZA
dc.identifier.chicagocitation Pelly, SC, CJ Parkinson, WAL Van Otterlo, and CB De Koning "Metathesis reactions for the synthesis of ring-fused carbazoles." (2005) http://hdl.handle.net/10204/2040 en_ZA
dc.identifier.vancouvercitation Pelly S, Parkinson C, Van Otterlo W, De Koning C. Metathesis reactions for the synthesis of ring-fused carbazoles. 2005; http://hdl.handle.net/10204/2040. en_ZA
dc.identifier.ris TY - Article AU - Pelly, SC AU - Parkinson, CJ AU - Van Otterlo, WAL AU - De Koning, CB AB - The metathesis reaction is used as a key step for the synthesis of the indolo [2,3-a] carbazole core of rebeccamycin 13 and the sulfur analog of furostifoline 21. Using the same methodology for the attempted synthesis of furostifoline, the authors unexpectedly formed tert-butyl-2a-methyl-1,2,2a,10c-tetrahydro-6H-cyclobuta[c]furo[3,2-a]carbazole-6-carboxylate 26 from the unstable diene, tert-butyl 2-(2-isopropenyl-3-furyl)-3-vinyl-1H-indole-1-carboxylate 25, presumably via a spontaneous pi(8) electrocyclization reaction. DA - 2005-12-09 DB - ResearchSpace DP - CSIR KW - Metathesis reactions KW - Carbazoles KW - Furostifoline synthesis KW - Tert butyl methyl KW - Organic chemistry LK - https://researchspace.csir.co.za PY - 2005 SM - 0022-3263 T1 - Metathesis reactions for the synthesis of ring-fused carbazoles TI - Metathesis reactions for the synthesis of ring-fused carbazoles UR - http://hdl.handle.net/10204/2040 ER - en_ZA


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