Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 138, Issue 21, Pages 6715-6718Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.6b03168
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- National Science Foundation [CHE-1362281]
- Direct For Mathematical & Physical Scien
- Division Of Chemistry [1362281] Funding Source: National Science Foundation
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Carboxylic acids and amine/amino acid reactants can be converted to amides and peptides at neutral pH within 5-36 h at 50 degrees C using catalytic quantities of a redox-active benzoisothiazolone and a copper complex. These catalytic oxidation-reduction condensation reactions are carried out open to dry air using O-2 as the terminal oxidant and a slight, excess of triethyl phosphite as the reductant. Methyl phosphate is the easily removed byproduct. These simple-to-run catalytic reactions provide practical and economical procedures for the acylative construction of C-N bonds.
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