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

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

Research output: Contribution to journalArticlepeer-review

Abstract

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.

Original languageEnglish
Pages (from-to)17670-17675
Number of pages6
JournalNew Journal of Chemistry
Volume48
Issue number40
DOIs
StatePublished - 26 Sep 2024
Externally publishedYes

Bibliographical note

Publisher Copyright:
© 2024 The Royal Society of Chemistry.

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