We report here a novel IBX-promoted oxidative coupling of primary amines and its utilization to Ugi reaction. Advantageously, the reaction could be carried out in choline chloride urea as a natural deep eutectic solvent. A range of imines and bisamides from pseudo-four-component oxidative Ugi reaction could be synthesized under mild and metal-free conditions. Advantageously, the oxidant (IBX) and solvent could be recycled up to five times with only a slight loss in activity.
The broad applicability of the hitherto unexplored reagent combination PPh3·HBr-DMSO is exemplified with multiple highly diverse one-step transformations to synthetically useful building blocks, such as flavones, 4H-thiochromen-4-ones, α-hydroxy ketones, 1,4-naphthoquinones (including vitamin K3), 2-bromo-3-substituted-1H-1-indenones, 2-methylthio-1H-1-indenones, 3-butyne-1,2-dione, and 4-pentene-2,3-diones. The simple and mild reaction conditions make the reagent superior in terms of yield and substrate scope in comparison with the existing alternatives.
The investigation of microbiome-derived metabolites is important to understand metabolic interactions with their human host. New methodologies for mass spectrometric discovery of undetected metabolites with unknown bioactivity are required. Herein,...
Sulfur is an essential element of life. Thiol-containing metabolites in all organisms are involved in the regulation of diverse biological processes. Especially, the microbiome produces bioactive metabolites or biological intermediates...
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