Synthesis of 2-Hydroxycarbazoles via Rh(III)-Catalyzed Cascade Cyclization of Indolyl Nitrones with Alkylidenecyclopropanes
  • Kim, Taeeun
  • Kim, Chaeeun
  • Singh, Pargat
  • Jeong, Taejoo
  • Park, Jihye
  • ... Kim, In Su
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초록

The synthesis of functionalized carbazoles is an important tool in the discovery of bioactive molecules. Herein, we present a method for synthesizing 2-hydroxycarbazoles from indolyl nitrones and alkylidenecyclopropanes under Rh(III) catalysis. A notable reaction pathway involves [3 + 2] cycloaddition between indolyl nitrones and diene intermediates, followed by aromatization and reductive N-O bond cleavage in a cascade manner. Moreover, a series of post-transformations highlights the utility of the proposed method. © 2025 American Chemical Society.

키워드

METHYLENECYCLOPROPANESCARBAZOLESACTIVATION
제목
Synthesis of 2-Hydroxycarbazoles via Rh(III)-Catalyzed Cascade Cyclization of Indolyl Nitrones with Alkylidenecyclopropanes
저자
Kim, TaeeunKim, ChaeeunSingh, PargatJeong, TaejooPark, JihyeKim, In Su
DOI
10.1021/acs.joc.5c01002
발행일
2025-06
유형
Article
저널명
Journal of Organic Chemistry
90
24
페이지
8376 ~ 8385