一种基于酰基自由基的新途径，用于合成乌莱因和马钱子生物碱的1,5-亚甲基氮杂环辛并[4,3-b]吲哚骨架。
A new acyl radical-based route to the 1,5-methanoazocino[4,3-b]indole framework of uleine and Strychnos alkaloids.
作者信息
Bennasar M-Lluïsa, Roca Tomàs, García-Díaz Davinia
机构信息
Laboratory of Organic Chemistry, Faculty of Pharmacy, and Institut de Biomedicina, University of Barcelona, Barcelona 08028, Spain.
出版信息
J Org Chem. 2008 Nov 21;73(22):9033-9. doi: 10.1021/jo801998h. Epub 2008 Oct 17.
C-4 or C-12 ethyl substituted 1,5-methanoazocino[4,3-b]indoles, which constitute the tetracyclic framework of uleine alkaloids as well as the ABDE substructure of the Strychnos alkaloid family, have been synthesized by novel 6-exo and 6-endo cyclizations of selenoester-derived 2-indolylacyl radicals upon 5-ethyl-1,2,3,6- and 3-ethyl-1,2,5,6-tetrahydropyridines, respectively.
C-4或C-12乙基取代的1,5-亚甲基氮杂环辛并[4,3-b]吲哚，它们构成了乌莱因生物碱的四环骨架以及马钱子生物碱家族的ABDE亚结构，已分别通过硒代酯衍生的2-吲哚基酰基自由基对5-乙基-1,2,3,6-和3-乙基-1,2,5,6-四氢吡啶进行新型的6-外向和6-内向环化反应合成。
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