Nickel-catalysed chemoselective C-3 alkylation of indoles with alcohols through a borrowing hydrogen method?

Chemical Communications Pub Date: 2020-11-11 DOI: 10.1039/D0CC07169B

Abstract

An inexpensive, air-stable, isolable nickel catalyst is reported that can perform chemoselective C3-alkylation of indoles with a variety of alcohols following “borrowing hydrogen”. A one-pot, cascade C3-alkylation starting from 2-aminophenyl ethyl alcohols, and thus obviating the need for pre-synthesized indoles, further adds to the broad scope of this method. The reaction is radical-mediated, and is significantly different from other examples, often dictated by metal–ligand bifunctionality.

Graphical abstract: Nickel-catalysed chemoselective C-3 alkylation of indoles with alcohols through a borrowing hydrogen method
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