Issue 19, 2016

Combining enzyme and photoredox catalysis for aminoalkylation of indoles via a relay catalysis strategy in one pot

Abstract

We report a novel strategy for combining enzyme and visible-light for mild aminoalkylation of indoles. This method features a relay catalysis protocol consisting of enzyme-catalyzed hydrolysis, visible-light excited decarboxylation, and subsequent oxidization of α-amino radicals and the Friedel–Crafts reaction of the iminium ion with indoles. The α-amino-alkylation products were obtained in good to excellent yields (up to 96%) with a wide range of substrates. This work demonstrates the potential benefits of combining an enzyme and photocatalyst in a relay catalysis reaction.

Graphical abstract: Combining enzyme and photoredox catalysis for aminoalkylation of indoles via a relay catalysis strategy in one pot

Supplementary files

Article information

Article type
Paper
Submitted
26 Feb 2016
Accepted
27 Jun 2016
First published
27 Jun 2016

Green Chem., 2016,18, 5325-5330

Combining enzyme and photoredox catalysis for aminoalkylation of indoles via a relay catalysis strategy in one pot

Y. He, Y. Xiang, D. Yang and Z. Guan, Green Chem., 2016, 18, 5325 DOI: 10.1039/C6GC00550K

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