國家衛生研究院 NHRI:Item 3990099045/9270
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    题名: Design, synthesis and diversification of natural product-inspired hydantoin-fused tetrahydroazepino indoles
    作者: Barve, IJ;Dalvi, PB;Thikekar, TU;Chanda, K;Liu, YL;Fang, CP;Liu, CC;Sun, CM
    贡献者: Center for Neuropsychiatric Research
    摘要: A 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.
    日期: 2015-09
    關聯: RSC Advances. 2015 Sep;5(89):73169-73179.
    Link to: http://dx.doi.org/10.1039/c5ra12063b
    JIF/Ranking 2023: http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=NHRI&SrcApp=NHRI_IR&KeyISSN=2046-2069&DestApp=IC2JCR
    Cited Times(WOS): https://www.webofscience.com/wos/woscc/full-record/WOS:000360552000084
    Cited Times(Scopus): http://www.scopus.com/inward/record.url?partnerID=HzOxMe3b&scp=84940835296
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