Synthesis of spiroindolenines by intramolecular: Ipso -iodocyclization of indol ynones

A high-yielding fast spirocyclization of easily available indol ynones has been developed by applying N-iodosuccinimide. The formation of the desired product occurs in an atom-economical way, under mild conditions, instantly after the addition of the reagent. The expected 1,2-rearrangement was not observed. The procedure represents a metal free spirocyclization of indoles with an opportunity for further functionalizations. © 2018 The Royal Society of Chemistry.

Authors
Fedoseev P.1 , Coppola G.1 , Ojeda G.M.1, 2 , Van Der Eycken E.V.
Journal
Chemical Communications
Publisher
Royal Society of Chemistry
Number of issue
29
Language
English
Pages
3625-3628
Status
Published
Link
External link
DOI
10.1039/c8cc01474d
Volume
54
Year
2018
Organizations
  • 1 Laboratory for Organic and Microwave-Assisted Chemistry (LOMAC), Department of Chemistry, University of Leuven (KU Leuven), Celestijnenlaan 200F, Leuven, Belgium
  • 2 Center for Natural Products Research, Faculty of Chemistry, University of Havana, Zapata y G, Havana, 10400, Cuba
  • 3 Peoples' Friendship University of Russia (RUDN University), Miklukho-Maklaya Street 6, Moscow, Russian Federation
Keywords
acetonitrile; indole derivative; iodine; n iodosuccinimide; spiroindolenine derivative; succinimide; unclassified drug; Article; atom; biological activity; catalysis; chemical bond; chemical reaction; chemical structure; cyclization; hydrogenation; nucleophilicity; reaction optimization; synthesis
Date of creation
19.10.2018
Date of change
19.10.2018
Short link
https://repository.rudn.ru/en/records/article/record/7157/
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