Liddon, John T R orcid.org/0000-0002-5287-9817, Rossi-Ashton, James A, Taylor, Richard J K orcid.org/0000-0002-5880-2490 et al. (1 more author) (2018) Dearomatizing Spiroannulation Reagents:Direct Access to Spirocycles from Indoles and Dihalides. Organic Letters. ISSN 1523-7052
Abstract
Unfunctionalized indoles can be directly converted into 3,3'-spirocyclic indolenines and indolines upon reaction with electrophilic dihalides in the presence of t-BuOK/BEt3. This double C-C bond forming reaction, which simultaneously generates a quaternary spirocyclic center, typically proceeds in high yield and has good functional group tolerance. In contrast to existing dearomatizing spirocyclization approaches, there is no need to prepare a prefunctionalized aromatic precursor, enabling faster access to valuable spirocyclic products from simple, commercially available aromatics in one step.
Metadata
Item Type: | Article |
---|---|
Authors/Creators: |
|
Copyright, Publisher and Additional Information: | © 2018 American Chemical Society. This is an author-produced version of the published paper. Uploaded in accordance with the publisher’s self-archiving policy. Further copying may not be permitted; contact the publisher for details |
Keywords: | Journal Article |
Dates: |
|
Institution: | The University of York |
Academic Units: | The University of York > Faculty of Sciences (York) > Chemistry (York) |
Depositing User: | Pure (York) |
Date Deposited: | 21 May 2018 16:10 |
Last Modified: | 15 Mar 2025 00:07 |
Published Version: | https://doi.org/10.1021/acs.orglett.8b01248 |
Status: | Published online |
Refereed: | Yes |
Identification Number: | 10.1021/acs.orglett.8b01248 |
Open Archives Initiative ID (OAI ID): | oai:eprints.whiterose.ac.uk:131149 |
Download
Filename: SI_spiroclip_version_5_revision.docx
Description: SI_spiroclip_version_5_revision