TABLE 1.

Synthesis of Ynamides via N-Alkynylation of Carbamates

entry	carbamate	halo alkyne	ynamide	yield (%)a
1	17 R1 = Me	20 X = Br, R2 = Hex	24	61b
2	18 R1 = CH2CH=CH2	21 X = Br, R2 = CH2CH=CH2	25	44
3	18	22 X = Br, R2 = C(CH3)=CH2	26	49
4	19 R1 = (CH2)2CH=CH2	21	27	52
5	19	22	28	68b
6	18	23 X = I, R2 = SiMe3	29	58

^aIsolated yield of products purified by column chromatography on silica gel.

^bRef. ¹².