An Indoxyl-Based Strategy for the Synthesis of Indolines and Indolenines.
An Indoxyl-Based Strategy for the Synthesis of Indolines and Indolenines.
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DOI：
10.1002/anie.201505173
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发表时间：
2015-10
影响因子：
--
通讯作者：
Yu-Ye Yu-Yu-Ye-Yu-4641188;Guang Li;Long Jiang;L. Zu
中科院分区：
文献类型：
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作者：
Yu-Ye Yu-Yu-Ye-Yu-4641188;Guang Li;Long Jiang;L. Zu
发展了一种基于吲哚基的策略，通过前所未有的氮杂频哪醇和氮杂半频哪醇重排来合成吲哚啉和吲哚烯。这种方法提供了直接访问的核心结构的几类吲哚生物碱。证明了合成效用的发散合成阵列的功能化的多环结构从一个共同的中间体和正式的全合成的吲哚啉天然产物minfiensine。与吲哚相比，吲哚酚作为结构单元的反向反应性为含吲哚啉和吲哚啉的杂环和天然产物提供了概念上不同的断开策略。
An indoxyl-based strategy for the synthesis of indolines and indolenines via unprecedented aza-pinacol and aza-semipinacol rearrangements was developed. This method provides direct access to the core structures of several classes of indole alkaloids. The synthetic utility was demonstrated by the divergent synthesis of an array of functionalized polycyclic structures from a common intermediate and the formal total synthesis of the indoline natural product minfiensine. The reversed reactivity of indoxyl as a building block compared to that of indole offers a conceptually distinct disconnection strategy for indoline- and indolenine-containing heterocycles and natural products.