Rhodium(iii)-catalyzed intramolecular annulation through C-H activation: Concise synthesis of rosettacin and oxypalmatime

A flexible and efficient rhodium(iii)-catalyzed intramolecular annulation of benzamides bearing tethered alkynes for the synthesis of indolizinones and quinolizinones is reported. This reaction shows a broad substrate scope and excellent functional-group tolerance, including different kinds of heterocyclic substrates, such as furan, thiophene, pyrrole, benzofuran, benzothiophene, indole and isonicotinamide substrates. This method also provides a practical and efficient approach for the synthesis of rosettacin and oxypalmatime. © 2017 The Royal Society of Chemistry.

Авторы
Song L.1 , Tian G.1 , He Y.1 , Van Der Eycken E.V.
Издательство
Royal Society of Chemistry
Номер выпуска
92
Язык
Английский
Страницы
12394-12397
Статус
Опубликовано
Том
53
Год
2017
Организации
  • 1 Laboratory for Organic and Microwave-Assisted Chemistry (LOMAC), Department of Chemistry, KU Leuven, Celestijnenlaan 200F, Leuven, B-3001, Belgium
  • 2 Peoples of Friendship University of Russia (RUDN University), 6 Miklukho-Maklaya Street, Moscow, 117198, Russian Federation
Ключевые слова
alkyne; alkyne derivative; benzamide; benzamide derivative; benzofuran derivative; benzothiophene; furan; indole; isonicotinamide; natural product; oxypalmatime; pyrrole; rhodium; rosettacin; thiophene; unclassified drug; annulation reaction; Article; catalysis; cycloaddition; drug synthesis; electron
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