CsF 介导的重氮化合物与 3-硝基吲哚的反应：获得氰基和磷酰吡唑并[4,3-b]吲哚†。

IF 2.7 3区化学 Q2 CHEMISTRY, MULTIDISCIPLINARY New Journal of Chemistry Pub Date : 2024-09-26 DOI:10.1039/D4NJ03266G

Sandeep Kumar, Ashis Kumar Gupta, Narendra Kumar Vaishanv, Ruchir Kant and Kishor Mohanan

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引用次数: 0

摘要

通过重氮乙腈与 N-取代的 3-硝基吲哚的 [3+2] 环加成反应以及随后的硝基消除反应，设计了一种 CsF 促进的氰吡唑并[4,3-b]吲哚合成方法。在温和的条件下，该反应以良好甚至优异的收率生成了多种含氰基的吡唑融合吲哚。除了重氮乙腈之外，Seyferth-Gilbert 试剂（SGR）也很容易参与到这一反应中，从而方便地获得膦酰化的吡唑并[4,3-b]吲哚。

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CsF-mediated reaction of diazo compounds with 3-nitroindoles: access to cyano- and phosphonylpyrazolo[4,3-b]indoles†

A CsF-promoted synthesis of cyanopyrazolo[4,3-b]indoles via a [3+2] cycloaddition reaction of diazoacetonitrile with N-substituted 3-nitroindoles and subsequent elimination of the nitro group has been devised. This protocol delivers diverse cyano-containing pyrazole-fused indoles in good to excellent yields under mild conditions. Besides diazoacetonitrile, the Seyferth–Gilbert reagent (SGR) readily participated in this reaction to provide facile access to phosphonylated pyrazolo[4,3-b]indoles.

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