Abstract:Alkoxyl radicals 9 (XO • ), generated by photolysis of thiocarbamates 8, were found to initiate and undergo self-terminating radical oxygenations, in which alkynes are transformed into ketones. With this result, we have shown that every major class of organic O-centered radicals can act as O-atom synthon in this sequence, demonstrating the generality of this novel concept in radical chemistry. Theoretical investigations of the terminating homolytic scission of the O-X bond reveal that resonance stabilization i… Show more
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