Elsherbeni, Salma A., Melen, Rebecca L. ORCID: https://orcid.org/0000-0003-3142-2831, Pulis, Alexander P. and Morrill, Louis C. ORCID: https://orcid.org/0000-0002-6453-7531 2024. Accessing highly substituted indoles via B(C6F5)3-catalyzed secondary Alkyl Group Transfer. The Journal of Organic Chemistry 89 (6) , pp. 4244-4248. 10.1021/acs.joc.4c00025 |
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License URL: http://creativecommons.org/licenses/by/4.0/
License Start date: 22 February 2024
Official URL: http://dx.doi.org/10.1021/acs.joc.4c00025
Abstract
Herein, we report a synthetic method to access a range of highly substituted indoles via the B(C6F5)3-catalyzed transfer of 2° alkyl groups from amines. The transition-metal-free catalytic approach has been demonstrated across a broad range of indoles and amine 2° alkyl donors, including various substituents on both reacting components, to access useful C(3)-alkylated indole products. The alkyl transfer process can be performed using Schlenk line techniques in combination with commercially available B(C6F5)3·nH2O and solvents, which obviates the requirement for specialized equipment (e.g., glovebox).
Item Type: | Article |
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Date Type: | Publication |
Status: | Published |
Schools: | Chemistry Cardiff Catalysis Institute (CCI) |
Publisher: | American Chemical Society |
ISSN: | 0022-3263 |
Funders: | EPSRC |
Date of First Compliant Deposit: | 26 February 2024 |
Date of Acceptance: | 7 February 2024 |
Last Modified: | 12 Aug 2024 09:34 |
URI: | https://orca.cardiff.ac.uk/id/eprint/166555 |
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