Accessing highly substituted indoles via B(C6F5)3-catalyzed secondary Alkyl Group Transfer

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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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
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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