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Selectivity Rules for the Dearomative (3+2) Annulation Reaction Between Substituted Indoles and Oxyallyl Cations.

  • Published In: Advanced Synthesis & Catalysis, 2025, v. 367, n. 7. P. 1 1 of 3

  • Database: Academic Search Ultimate 2 of 3

  • Authored By: Saha, Dhiman; Wu, Jimmy 3 of 3

Abstract

We report a collection of "selectivity rules" for the dearomative (3+2) annulation reaction between substituted indoles and oxyallyl cations. The application of these rules enables us to synthesize four different regioisomeric permutations of the annulation products in a stereoselective fashion. We demonstrated that these products could be further transformed into hexahydro‐ and tetrahydrocarbazoles by nucleophile‐intercepted Beckmann fragmentation (NuBFr) and Beckmann fragmentation (BFr). [ABSTRACT FROM AUTHOR]

Additional Information

  • Source:Advanced Synthesis & Catalysis. 2025/04, Vol. 367, Issue 7, p1
  • Document Type:Article
  • Subject Area:Chemistry
  • Publication Date:2025
  • ISSN:1615-4150
  • DOI:10.1002/adsc.202401536
  • Accession Number:184320705
  • Copyright Statement:Copyright of Advanced Synthesis & Catalysis is the property of Wiley-Blackwell and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.)

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