Table 3.

One-pot, two-step Barluenga coupling – reductive cyclization

^a)See the Experimental Section for detailed descriptions.

^b)First %-yield is the isolated yield of pure product, the number in bracket and italics is the overall yield for two separate steps from Table 1 and the yield in bracket is the reported yield from reference 23.

^c)DMF was added to the reaction mixture after completion of the coupling reaction.

^d)Calculated from a ¹H NMR of an ~1:1.2 mixture of 51/21.

^e)R¹ = Me₂NCONH-

^f)2-Amino-3-(1-phenyl-1-ethene-1-yl)pyridine (65) was also isolated in 12% yield.

^g)Trace amounts of 2-amino-3-(1-phenyl-1-ethene-1-yl)pyridine (65) was also isolated.