芳基炔丙醇的串联环化反应合成6,9-二氢吡啶并[1,2-a]吲哚
Electrophilic Cyclization of Aryl Propargylic Alcohols: Synthesis of Dihalogenated 6,9-dihydropyrido[1,2-a]indoles via a Cascade Iodocyclization
本文报道了芳基炔丙醇4-(3-methyl-1H-indol-1-yl)-1,1-diphenylbut-2-yn-1-ol 衍生物串联碘环化合成6,9-二氢吡啶并[1,2-a]吲哚。反应在温和的条件下,很短的时间内完成。碘阳离子和碘阴离子都有效地应用。这种反应环境友好,避免了贵金属和有毒金属的使用,以很好的收率得到一系列的二碘代6,9-二氢吡啶并[1,2-a]吲哚。所生成的卤代物可以通过钯催化的反应进行官能团化转化,为复杂化合物的合成提供有用的中间体。
strategy for the synthesis of 6,9-dihydropyrido[1,2-a]indoles through a cascade iodocyclization of 4-(3-methyl-1H-indol-1-yl)-1,1-diphenylbut-2-yn-1-ol derivatives is presented. This reaction is concisely conducted under very mild condition and in a short time. Both of the iodine cation and anion generated from I2 are used effectively, The reactions are environmental friendly, avoiding the use of precious metals and toxic metals, obtaining a series of diiodinated 6,9-dihydropyrido[1,2-a]indoles with good yield. Moreover, the obtained halides allow functional group diversification by palladium-catalyzed coupling reactions, which could act as potential intermediates for the synthesis of valuable compounds.
梁永民、王佳
精细化学工业制药化学工业
碘化串联环化69-二氢吡啶并[12-a]吲哚。
iodocyclizationcascade69-dihydropyrido[12-a]indoles
梁永民,王佳.芳基炔丙醇的串联环化反应合成6,9-二氢吡啶并[1,2-a]吲哚[EB/OL].(2016-09-27)[2025-08-02].http://www.paper.edu.cn/releasepaper/content/201609-233.点此复制
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