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dc.contributor.authorBarve, Indrajeet J.en_US
dc.contributor.authorDalvi, Prashant B.en_US
dc.contributor.authorThikekar, Tushar Ulhasen_US
dc.contributor.authorChanda, Kaushiken_US
dc.contributor.authorLiu, Yu-Lien_US
dc.contributor.authorFang, Chiu-Pingen_US
dc.contributor.authorLiu, Chia-Chenen_US
dc.contributor.authorSun, Chung-Mingen_US
dc.date.accessioned2019-04-03T06:35:54Z-
dc.date.available2019-04-03T06:35:54Z-
dc.date.issued2015-01-01en_US
dc.identifier.issn2046-2069en_US
dc.identifier.urihttp://dx.doi.org/10.1039/c5ra12063ben_US
dc.identifier.urihttp://hdl.handle.net/11536/128188-
dc.description.abstractA facile and efficient synthesis of novel oxo, thio and seleno hydantoin fused tetrahydroazepino [4,5-b] indoles was reported. A naturally occurring iboga class alkaloid inspired seven-membered azepino[4,5-b] indole ring was synthesized as a new scaffold through Pictet-Spengler reaction followed by skeletal rearrangement of the aziridine ring. To improve the efficiency of the synthetic route, the double bond of the rearranged olefinic product 5 was reduced and a privileged hydantoin moiety was constructed on the core system through urea formation using a variety of isocyanates, isothiocyanates and isoselenocyanates followed by intramolecular cyclization to incorporate elements of diversity. The regeneration of the double bond of intermediate 9 afforded hydantoin-fused tetrahydroazepino [4,5-b] indoles.en_US
dc.language.isoen_USen_US
dc.titleDesign, synthesis and diversification of natural product-inspired hydantoin-fused tetrahydroazepino indolesen_US
dc.typeArticleen_US
dc.identifier.doi10.1039/c5ra12063ben_US
dc.identifier.journalRSC ADVANCESen_US
dc.citation.volume5en_US
dc.citation.issue89en_US
dc.citation.spage73169en_US
dc.citation.epage73179en_US
dc.contributor.department應用化學系zh_TW
dc.contributor.departmentDepartment of Applied Chemistryen_US
dc.identifier.wosnumberWOS:000360552000084en_US
dc.citation.woscount6en_US
Appears in Collections:Articles


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