Synthesis of Amide Enol Carbamates and Carbonates through Cu(OTf)(2)-Catalyzed Reactions of Ynamides with t-Butyl Carbamates/Carbonates

摘要

A highly regioselective approach to access amide enol carbamates and carbonates 5a-5c', 7a -7h, and 9 was developed through Cu(OTf)(2)-catalyzed reactions of ynamides 4 with t-butyl carbamates 2 and 8 and t-butyl carbonates 6. Moreover, this strategy was successfully applied to generate amide enol carbamates 11a-11s and 14a-14f from imides 10 and 13 with ynamides through an N-Boc cleavage-addition ring-opening process. A range of substituents was amenable to this transformation, and the desired amide enol carbamates and carbonates were obtained in moderate to good yields.