ChemRxiv
These are preliminary reports that have not been peer-reviewed. They should not be regarded as conclusive, guide clinical practice/health-related behavior, or be reported in news media as established information. For more information, please see our FAQs.
1/1
0/0

A Photoredox-Catalyzed Four Component Reaction for the Atom-Efficient Synthesis of Complex Secondary Amines

preprint
submitted on 05.02.2020 and posted on 07.02.2020 by Lisa Marie Kammer, Matthias Krumb, Benjamin Spitzbarth, Benjamin Lipp, Jonas Kühlborn, Jonas Busold, Olga Mulina, Alexander O. Terent’ev, Till Opatz
The one-pot sulfonylation/aminoalkylation of styrene derivatives furnishing highly substituted gamma-sulfonylamines was accomplished through a photoredox-catalyzed four-component reaction. Apart from one molecule of water and the sodium counterion of the sulfinate, all atoms of the starting materials are transferred to the final product, rendering this process highly atom-efficient. The operationally simple protocol allows for the simultaneous formation of three new single bonds (C–S, C–N, and C–C) and therefore grants rapid access to structurally diverse products. The reaction proceeds under mild conditions in aqueous acetonitrile and shows a broad scope, including natural products and drug-like molecules.

Funding

Studienstiftung des deutschen Volkes

History

Email Address of Submitting Author

opatz@uni-mainz.de

Institution

Johannes Gutenberg University Mainz

Country

Germany

ORCID For Submitting Author

0000-0002-3266-4050

Declaration of Conflict of Interest

The authors declare no conflict of interest

Version Notes

Same paper was already uploaded on Wedensday, Jan. 29 but was apparently lost in the system.

Exports