Synlett
DOI: 10.1055/a-2744-1923
Letter

Palladium-Catalysed C−H/N−H Annulations of (E,Z)-3-Arylidene Indolin-2-ones with Alkynes: A Synthesis of Benzazepine Derivatives

Autoren

  • Kanniyappan Parthasarathy

    1   Organic Chemistry, University of Madras - Guindy Campus, Chennai, India (Ringgold ID: RIN164745)
  • Mohan Prabhakaran

    1   Organic Chemistry, University of Madras - Guindy Campus, Chennai, India (Ringgold ID: RIN164745)

Gefördert durch: DST-SERB CRG/2021/001634
Gefördert durch: New Delhi, India RUSA 2.0

We developed an efficient palladium-catalyzed synthesis of benzazepine derivatives from (E,Z)-3-(arylidene)indolin-2-ones with alkynes, affording the desired products in good yields. The reaction proceeds via a palladium-catalyzed C-H/N-H activation, followed by alkyne insertion and reductive elimination sequences. Furthermore, we have also demonstrated the gram scale reaction as well as some synthetic transformations of the annulated products.Key words Benzazepines, (E,Z)-3-



Publikationsverlauf

Eingereicht: 18. August 2025

Angenommen nach Revision: 11. November 2025

Accepted Manuscript online:
11. November 2025

© . Thieme. All rights reserved.

Georg Thieme Verlag KG
Oswald-Hesse-Straße 50, 70469 Stuttgart, Germany