Journal of Organic Chemistry p. 4740 - 4752 (2020)
Update date:2022-08-11
Topics:
Han, Pan
Mao, Zhuo-Ya
Li, Ming
Si, Chang-Mei
Wei, Bang-Guo
Lin, Guo-Qiang
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.
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