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.

Авторы
Fedoseev P.1 , Coppola G.1 , Ojeda G.M.1, 2 , Van Der Eycken E.V.
Издательство
Royal Society of Chemistry
Номер выпуска
29
Язык
Английский
Страницы
3625-3628
Статус
Опубликовано
Том
54
Год
2018
Организации
  • 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
Ключевые слова
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
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