阳离子引发的多米诺叠氮-皮安卡特利重排/Friedel-Crafts 烷基化吲哚连接的糠基醇，以获得生物碱的环辛[]吲哚核心。
Cation Triggered Domino Aza-Piancatelli Rearrangement/Friedel-Crafts Alkylation of Indole-Tethered Furfuyl Alcohols to Access Cycloocta[]indole Core of Alkaloids.
机构信息
Academy of Scientific and Innovative Research (AcSIR), Ghaziabad 201002, India.
Cipla Ltd, MIDC Patalganga, Rasayani, Maharashtra 410220, India.
出版信息
Org Lett. 2020 Nov 6;22(21):8555-8560. doi: 10.1021/acs.orglett.0c03155. Epub 2020 Oct 20.
A domino approach to bridged cycloocta[]indolone through a cascade of aza-Piancatelli rearrangement/Friedel-Crafts alkylation is developed. This transformation has been realized by reaction of an indole-tethered 2-furylcarbinol and substituted aniline in the presence of a Lewis acid to initiate aza-Piancatelli rearrangement followed by an in situ intramolecular Friedel-Crafts alkylation to access bridged tetracyclic frameworks in one pot.
通过aza-Piancatelli 重排/Friedel-Crafts 烷基化反应的级联反应，开发了一种桥环[8]茚酮的多米诺方法。该转化通过在路易斯酸存在下反应吲哚连接的 2-呋喃甲醇和取代苯胺来实现，引发aza-Piancatelli 重排，然后进行原位分子内 Friedel-Crafts 烷基化反应，一锅法得到桥环四环骨架。
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