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Issue 19, 2020
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Allylic C(sp3)–H alkylation via synergistic organo- and photoredox catalyzed radical addition to imines

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Abstract

A new catalytic method for the direct alkylation of allylic C(sp3)–H bonds from unactivated alkenes via synergistic organo- and photoredox catalysis is described. The transformation achieves an efficient, redox-neutral synthesis of homoallylamines with broad functional group tolerance, under very mild reaction conditions. Mechanistic investigations indicate that the reaction proceeds through the N-centered radical intermediate which is generated by the allylic radical addition to the imine.

Graphical abstract: Allylic C(sp3)–H alkylation via synergistic organo- and photoredox catalyzed radical addition to imines

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Supplementary files

Article information


Submitted
10 Feb 2020
Accepted
20 Apr 2020
First published
30 Apr 2020

This article is Open Access
All publication charges for this article have been paid for by the Royal Society of Chemistry

Chem. Sci., 2020,11, 4954-4959
Article type
Edge Article

Allylic C(sp3)–H alkylation via synergistic organo- and photoredox catalyzed radical addition to imines

J. Jia, R. Kancherla, M. Rueping and L. Huang, Chem. Sci., 2020, 11, 4954
DOI: 10.1039/D0SC00819B

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