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A Photoredox-Catalyzed Four Component Reaction for the Atom-Efficient Synthesis of Complex Secondary Amines
preprintsubmitted on 05.02.2020, 21:16 and posted on 07.02.2020, 13:05 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.