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A General Carbonyl Alkylative Amination Process for Tertiary Amine Synthesis

25 October 2019, Version 1
Working Paper
This content is an early or alternative research output and has not been peer-reviewed by Cambridge University Press at the time of posting.

Abstract

We report a practical and general solution to this long-standing synthetic challenge can be accomplished by addition of alkyl radicals to all alkyl-iminium ions. The process is mediated by the action of visible light and a simple silane reducing agent, establishing a chain process that permits the combination of an extremely wide range of aldehydes and secondary amines with alkyl halides.

Keywords

alkyl amines
radicals
visible light
multicomponent
Iminium ion

Supplementary materials

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Now Published

A general carbonyl alkylative amination for tertiary amine synthesis [opens in a new tab]
Roopender Kumar, Nils J. Flodén, William G. Whitehurst, Matthew J. Gaunt journal article
Nature , Volume 581, Issue 7809
Online publication date: Apr 08, 2020

Version History

Oct 25, 2019 Version 1

Version Notes

SI file added to address potentially poor resolution in NMR spectra as a result of file compression

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The content is available under CC BY NC ND 4.0 [opens in a new tab]

DOI

10.26434/chemrxiv.10028504.v1
D O I: 10.26434/chemrxiv.10028504.v1 [opens in a new tab]

Funding

Swiss National Science Foundation
EPSRC
Gates Cambridge Trust
The Royal Society (Wolfson Merit Award)

Author’s competing interest statement

no conflict of interest

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