Issue 77, 2024

Borane-catalysed C2-selective indole reductive functionalisation

Abstract

Indolines are common motifs within pharamceuticals and natural products. Boron catalysis enables the chemoselective allylation of indoles to give allylic indolines in excellent diastereoselectivity. Mechanistic studies revealed in situ formation of the allylic borane, allylation of the imine tautomer of the indole and B–N/B–H transborylation for catalytic turnover.

Graphical abstract: Borane-catalysed C2-selective indole reductive functionalisation

Supplementary files

Article information

Article type
Communication
Submitted
31 Jul 2024
Accepted
29 Aug 2024
First published
09 Sep 2024
This article is Open Access
Creative Commons BY-NC license

Chem. Commun., 2024,60, 10748-10751

Borane-catalysed C2-selective indole reductive functionalisation

K. Nicholson, S. L. McOnie, T. Langer, G. S. Nichol and S. P. Thomas, Chem. Commun., 2024, 60, 10748 DOI: 10.1039/D4CC03880K

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