Pelly, SCParkinson, CJVan Otterlo, WALDe Koning, CB2007-03-262007-06-072007-03-262007-06-072005-12-09Pelly, SC, et al. 2005. Metathesis reactions for the synthesis of ring-fused carbazoles. Journal of Organic Chemistry, vol. 70(25), pp 10474-104810022-3263http://hdl.handle.net/10204/2040http://hdl.handle.net/10204/2040The 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.175486 bytesapplication/pdfenCopyright: 2005 American Chemical SocietyMetathesis reactionsCarbazolesFurostifoline synthesisTert butyl methylOrganic chemistryMetathesis reactions for the synthesis of ring-fused carbazolesArticlePelly, S., Parkinson, C., Van Otterlo, W., & De Koning, C. (2005). Metathesis reactions for the synthesis of ring-fused carbazoles. http://hdl.handle.net/10204/2040Pelly, SC, CJ Parkinson, WAL Van Otterlo, and CB De Koning "Metathesis reactions for the synthesis of ring-fused carbazoles." (2005) http://hdl.handle.net/10204/2040Pelly 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.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 -