Table 2.

Scope and selectivity in nickel-catalyzed coupling of alkenes and isocyanates.

entrya	R1	R2	R3	product(s)	yield a;b;c (%)b
1	n-hexyl	Cy	-	6a, 6b	79; 14; 0
2	n-hexyl	t-Bu	-	7a, 7b	74; 17; 0
3		t-Bu	-	8a	91; 0; 0
4c		Cy	-	9a, 9b	74; 5; 0
5c	PhCH2	Cy	Ph	10a, 10b, 10c	65; 8; 22
6c	PhCH2	t-Bu	Ph	11a, 11b, 11c	83; 1d; 5d
7c		Cy	-	12a	86; 0; 0;
8		Cy	-	13a, 13b	74; 13; 0
9		t-Bu	-	14a, 14b	70; 2; 0
10		t-Bu	-	15a, 15b	65; 9; 0

^aStandard conditions: Reactions were run with 0.5 mmol of 1-octene, 1.0 mmol of isocyanate, 0.05 mmol of Ni(cod)2, and 0.05 mmol of IPr in 0.5 mL toluene under Ar(g) in a sealed tube at 60 ºC for 18–24 h.

^bIsolated yields.

^cReaction was run using 2 mL of toluene.

^dIsolated as a mixture of 10b and 10c, with relative ratios determined by 1H NMR.