Rhodaelectro-catalyzed access to chromones via formyl C-H activation towards peptide electro-labeling.

Stangier, Maximilian; Messinis, Antonis M; Oliveira, João C A; Yu, Hao; Ackermann, Lutz · Nat Commun · 2021

basic_science · Level V

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Abstract

Chromones represent a privileged scaffold in medicinal chemistry and are an omnipresent structural motif in natural products. Chemically encoded non-natural peptidomimetics feature improved stability towards enzymatic degradation, cell permeability and binding affinity, translating into a considerable impact on pharmaceutical industry. Herein, a strategy for the sustainable assembly of chromones via electro-formyl C-H activation is presented. The rational design of the rhodaelectro-catalysis is guided by detailed mechanistic insights and provides versatile access to tyrosine-based fluorogenic peptidomimetics.

Medical subject headings